Author: Jessica.F

Some common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 41789-95-1

To a solution of 3-methoxy-A/-methylbenzylamine (302 mg, 2 mmol) in CH2CI2 (6 ml) was added NaOH 50% (2 ml) under stirring followed by tetrabutyl ammonium hydrogen sulphate (102 mg, 0.30 mmol). After few minutes, 5-bromothiophene-2- sulfonyl chloride (524 mg, 2 mmol) was added to the reaction mixture. The solution was stirred at rt for 5 h, then water (10 ml) was added to quench the reaction followed by ethyl acetate (10 ml). The aqueous layer was extracted twice with ethyl acetate. The organic layer was dried over MgS04, filtered and concentrated under reduced pressure. The product was purified on silica gel (n-hexane/ethyl acetate 8 : 2) afforded the desired compound as yellowish oil (620 mg, 82%); IR (cm 1) : 3101, 2937, 2835, 1740, 1600, 1345; lH N MR (CD3COCD3) : 2.70 (s, 3H), 3.80 (s, 3H), 4.21 (s, 2H), 6.88 – 6.91 (m, 1 H), 6.92 – 6.95 (m, 2H), 7.28 – 7.31 (m, 1 H), 7.38 (d, J = 4.05 Hz, 1 H), 7.52 (d, J = 4.05 Hz, 1 H); 13C N M R (CD3COCD3) : 35.0, 54.7, 55.5, 114.2, 114.7, 119.7, 121.3, 130.6, 132.5, 133.7, 138.3, 140.0, 161.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41789-95-1, its application will become more common.

Reference:
Patent; UNIVERSITAeT DES SAARLANDES; HARTMANN, Rolf; MARCHAIS-OBERWINKLER, Sandrine; XU, Kuiying; WERTH, Ruth; WO2012/117097; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 4342-46-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4342-46-5, name is 4-Methoxycyclohexanamine, This compound has unique chemical properties. The synthetic route is as follows.

High pressure reactor1200 mL of water was added thereto, stirring was started, 220 g (2 mol) of formamide having a concentration of 40% was added, and after stirring for 10 minutes, 130 g (1 mol) of 1-amino-4-methoxycyclohexane was added, and 7 g of a ruthenium carbon catalyst was further added. Passing CO into the reactor,Pressure in the kettleThe force reaches 0.2MPa, the temperature is raised to 50 C, the temperature is kept for 20h, and the medium-controlled raw material is <2%.After the reaction is completed, the temperature is lowered to 25 to 30 C, dilute hydrochloric acid is added dropwise to the reaction solution, the pH is adjusted to 5 to 6, a solid is precipitated, the product is filtered off, and the filter cake is washed once to obtain cis-8-methoxy-1. 3-Diazaspiro [4,5]-indol-2,4-dione 169g, yield 84.5%; The chemical industry reduces the impact on the environment during synthesis 4-Methoxycyclohexanamine. I believe this compound will play a more active role in future production and life. Reference:
Patent; Henan Longhu Biological Co., Ltd.; Wang Huiqin; Li Shouhu; Guo Shuai; Mao Longfei; (14 pag.)CN107827883; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 51388-20-6, name is 4-(Benzyloxy)aniline hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-(Benzyloxy)aniline hydrochloride

To a solution of 6-chloro-5-nitro-nicotinic acid methyl ester (216mg, 1. OMMOL) and 4- benzyloxyaniline hydrochloride (280mg, 1. 2MMOL) in MEOH (LOML) was added PR2NET (0.35mL, 2. 0MMOL). The resulting mixture was stirred at rt overnight, a red solid precipitated from the mixture, which was collected by filtration. MS (ES, Pos. ) : m/z 380 [MH+]. 1H NMR (CDC13, 400 MHz) : 8 = 3.94 (s, 3H), 5.10 (s, 2H), 7.03 (d, J= 8. 8 Hz, 2H), 7.38-7. 46 (M, 5H), 7.50 (d, J= 8. 8 Hz, 2H), 9.01 (d, J= 2.0 Hz, 1H), 9.08 (d, J= 2.0 Hz, 1H), 10.2 (br s, 1H).

The synthetic route of 51388-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2005/21544; (2005); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 6298-96-0, These common heterocyclic compound, 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthesis of Compound 117; To a solution of betulinic acid (0.18 g, 0.394 mmol) in dry DMF (2 mL) was added EDCl-HCl (0.113 g, 0.5912 mmol), HOAt (0.054 g, 0.3941 mmol) and iPr2NEt (0.21 mL, 1.182 mmol) at ambient temperatures. After stirring for 10 minutes, commercially available (S)-1-(4-methoxy-phenyl)-ethylamine (0.09 g, 0.59 mmol) was introduced and the resulting mixture was allowed to stir for 18 h at ambient temperatures. After this time the mixture was transferred onto aqueous 1% HCl, the solid collected by filtration, and then purified by medium pressure liquid chromatography (SiO2, 0-50% EtOAc-hexane) to give intermediate amide (168 mg, 72% yield). Analytical data; 1H-NMR (400 MHz, d6-DMSO) delta 7.76 (d, J=7.6 Hz, 1H), 7.20 (d, J=8.7 Hz, 2H), 6.83 (d, J=8.7 Hz, 2H), 4.95-4.85 (m, 1H), 4.64 (d, J=2.3 Hz, 1H), 4.53 (bs, 1H), 4.26 (d, J=5.0 Hz, 1H), 3.72 (s, 3H), 2.90-3.05 (m, 2H), 2.30-2.20 (m, 1H), 1.90-1.00 (m, 25H), 1.00-0.75 (m, 10H), 0.71 (s, 3H), 0.63 (s, 3H), 0.57 (s, 3H); LC-MS (ESI): 590.4917 (M+H)+. To a solution of the aforementioned amide (0.153 g, 0.259 mmol) in dry pyridine (1 mL) was added commercially available 2,2-dimethylsuccinic anhydride (0.166 g, 1.297 mmol) and 4-DMAP (0.032 g, 0.259 mmol). The mixture was then heated at reflux under an inert atmosphere. After heating overnight (18 h) the mixture was diluted with toluene, concentrated under reduced pressure, recovered in CH2Cl2 and washed with 10% HCl. The organic layer was dried (Na2SO4), filtered, and concentrated under reduced pressure. Purification by medium pressure liquid chromatography (SiO2, 0-20% MeOH-CH2Cl2) provided 117 (143 mg, 77% yield). See Table 3 for appropriate analytical data.

The synthetic route of 6298-96-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Myriad Genetics, Incorporated; US2008/207573; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 702-24-9, name is 4-Methoxy-N-methylbenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H13NO

A solution of p-methoxybenzylmethylamine (1.11 g; 7.34 mmol) and EtOH (10 mL) was added to a solution of 3,4,6-trichloropyrazine (1.28 g; 6.99 mmol), TEA (0.983 mL; 6.99 mmol) and anhydrous EtOH (20 mL) and the reaction stirred overnight at room temperature. The solvent was evaporated and the residue partitioned between EtOAc and H2O. The phases were separated, the water washed with EtOAc, and the combined EtOAc solutions washed with water and brine. The solution was dried (MgSO4), filtered and evaporated. The product was purified by silica gel chromatography and eluted with an EtOAc:hexane mixture (5:95–>30:70) to yield 89 as a white solid (1.3 g; 62percent).

According to the analysis of related databases, 702-24-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2004/198736; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 115144-40-6,Some common heterocyclic compound, 115144-40-6, name is 3,4-Difluoroanisole, molecular formula is C7H6F2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation 3; 1-FLUORO-4-METHOXY-2-METHYLSULFANYL-BENZENE; 1, 2-Difluoro-4-methoxy-benzene (100mg, 0. 69MMOL) and sodium methanethiolate (148mg, 2. 08MMOL) were dissolved in N, N-dimethylformamide (2mL) and the reaction mixture stirred at 60C for 18 hours. Additional sodium METHANETHIOLATE (99mg, 139MMOL) was added and the reaction mixture heated to 100C for 18 hours. The reaction mixture was diluted with water and extracted with ether (x2). The ether extracts were washed with water (x2), dried over magnesium sulphate and concentrated in vacuo. The residue was taken up in pentane: ether 1: 1 mixture (2mL) and filtered through a plug of silica in a pipette, washing through with pentane: ether 1: 1 mixture (5mL). The solution was concentrated in vacuo to yield the title product as a colourless oil, 135mg. HNMR (CDC13, 300MHZ) : A = 2.45 (s, 3H), 3.80 (s, 3H), 6.65 (dd, 1 H), 6.80 (dd, 1 H), 6.95 (t, 1 H) ppm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Difluoroanisole, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/9966; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C8H8F3NO

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylacetic acid (50 mg, 0.13 mmol) , (4- (trifluoromethoxy) phenyl) methanamine (29 mg, 0.15 mmol) , HATU (55 mg, 0.15 mmol) and DIPEA (50 mg, 0.39 mmol) in DMF (10 mL) was stirred for 4 hours at RT. The reaction mixture was poured into H 2O (20 mL) and extracted with EtOAc (50 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by column chromatography (petroleum ether/EtOAc =1: 1100%EtOAc) to give target compound (39.3 mg, 55.2%) . 1H NMR (400 MHz, DMSO-d6) delta 8.55 (s, 1H) , 8.24 (s, 1H) , 8.20 (br. s, 2H) , 7.95 (s, 1H) , 7.47 -7.27 (m, 9H) , 7.24 (d, J = 3.2 Hz, 1H) , 6.74 (br. s, 1H) , 6.48 (s, 1H) , 4.45 -4.27 (m, 2H) ppm. MS: M/e 549 (M+1) +.

The synthetic route of (4-(Trifluoromethoxy)phenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 707-07-3, name is (Trimethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 707-07-3

Method 1Methyl-1-(chloroacetyl)-2-oxoindoline-6-carboxylate (12,0 g; 0,045 mol) is suspended in toluene (60 ml) at ambient temperature. Acetic anhydride (16,2 g; 0,157 mol) is added to this suspension. The mixture is heated to not less than 104 C and trimethyl orthobenzoate (20,0 g; 0,108 mol) is added within 60 min. During the addition period and subsequent stirring at the same temperature for 3 h, volatile parts of the reaction mixture are distilled off. The concentration of the reaction mixture is kept constant by replacement of the distilled part by toluene (40 ml). The mixture is cooled down to 5 C, stirred for an additional 1 h and filtrated. The solid is subsequently washed with toluene (14 ml) and with a mixture of toluene (8 ml) and ethyl acetate (8 ml). After drying, 16,3 g (91 ,7 %) of the “chlorenol” compound are isolated as slightly yellow crystals. 1H-NMR (500 MHz, DMSO-de) delta: 8,73 (d, J = 1 ,5 Hz, 1 H, 6-H); 8,09 (d, J = 8,0 Hz, 1 H, 9-H); 7,90 (dd, J = 8,1 ; 1 ,5 Hz, 1 H, 8-H); 7,61 – 7,48 (m, 5 H, 21 -H, 22-H, 23-H, 24-H, 25-H); 4,85 (s, 2 H, 18-H2); 3,89 (s, 3 H, 27-H3); 3,78 (s, 3 H, 15-H3). 13C- NMR (126 MHz, DMSO-d6) delta: 165,9 (C-2 + C16); 103,9 (C-3); 127,4; 128,6; 130,0; 135,4 (C-4 + C-5 + C-7 + C-20); 115,1 (C-6); 126,1 (C-8); 122,5 (C-9); 166,7 (C-10); 173,4 (C-13); 58,4 (C-15); 46,4 (C-18); 128,6 (C-21 + C-22 + C- 24 + C-25); 130,5 (C-23); 52,2 (C-27). MS: m/z 386 (M+H)+. Anal, calcd. for C20Hi6CINO5: C, 62.27; H, 4.18; Cl, 9.19; N, 3.63. Found: C, 62.21 ; H, 4.03; Cl, 8.99; N, 3.52. Method 3Methyl-1-(chloroacetyl)-2-oxoindoline-6-carboxylate (12,0 g; 0,045 mol) is suspended in toluene (60 ml) at ambient temperature. Acetic anhydride (16,2 g; 0,157 mol) is added to this suspension. The mixture is heated to reflux, trimethyl orthobenzoate (20,0 g; 0,108 mol) is added within 40 min and heating is maintained for an additional 3 h. The mixture is cooled down to 0 C and the mother liquor is separated. The solid is subsequently washed with toluene (14 ml) and a mixture of toluene (8 ml) and ethyl acetate (8 ml). After drying 15,3 g (87,3 %) of the “chlorenol” compound are isolated as fawn crystals.

The synthetic route of 707-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/71524; (2009); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 22483-09-6, A common heterocyclic compound, 22483-09-6, name is 2,2-Dimethoxyethanamine, molecular formula is C4H11NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A solution of amino acetaldehyde dimethyl acetal 2a (10. 514 g, 1.081 mL, 10 mmol), purchased from Alfa Aesa, and an aldehyde (10 mmol) in dry ethanol was placed in a round bottom flask and stirred for 12 h. To that solution, sodium borohydride powder (0.567 g, 15 mmol) was added at 0 C slowly over 5 minutes. the solution was then warmed to room temperature. After stirring for 4 h, the reaction was quenched with 3 drops of water and the mixture was filtered through a pad of celite. The solvent was evaporated under reduced pressure, the residue was extracted with 100 mL of ethyl ether and washed with100 mL of water. The organic layer was dried over MgSO4 anhydrous. Ethyl ether was then evaporated and the resulted viscous liquid was purified by flash column chromatography (SiO2; 4:1 then 3:1 and finally 1:1hexanes/ethyl acetate).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Luu, Quang H.; Guerra, Jorge D.; Castaneda, Cecilio M.; Martinez, Manuel A.; Saunders, Jong; Garcia, Benjamin A.; Gonzales, Brenda V.; Aidunuthula, Anushritha R.; Mito, Shizue; Tetrahedron Letters; vol. 57; 21; (2016); p. 2253 – 2256;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 450-91-9, name is 4-Fluoro-2-methoxyaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 4-Fluoro-2-methoxyaniline

39g material take B1-2, concentrated sulfuric acid was added to 500ml was added under ice-salt bath. Controlling the temperature of the whole solution was stirred below 10C. was added maintaining the temperature below 10C, 1ep potassium nitrate, was stirred overnight at room temperature. The next day, poured into ice water, adjusted with ammonia PH>7, extracted with ethyl acetate, dried and purified through column chromatography to give 44g product.

The synthetic route of 4-Fluoro-2-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Tongyuankang Pharmaceutical Co., Ltd.; Wu Yusheng; Geng Yang; Meng Qingguo; Niu Chengshan; Liang Apeng; (18 pag.)CN108558835; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem