4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

Base Information

Chemical Name:4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide
CAS No.:950662-38-1
Molecular Formula:C₂₁H₂₇FN₄O₂SSi
Molecular Weight:446.621
Hs Code.:

Synonyms:4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

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Chemical Property of 4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

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Technology Process of 4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

There total 9 articles about 4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 950661-71-9
4-chloro-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

: 139911-29-8
4-fluoro-2-methylphenylboronic acid

: 950662-38-1
4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.08.050

Reference yield: 90.0%

: 950662-38-1
4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

Guidance literature:

Reference yield:

: 7400-05-7
6-amino-5-(2,2-diethoxy)-2-mercaptopyrimidine-4-ol

: 950662-38-1
4-(4-fluoro-2-methylphenyl)-2-methylsulfanyl-7-(2-trimethylsilanylethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide / water / 20 °C

1.2: 20 °C

2.1: trichlorophosphate / 100 °C

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / -78 - 20 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.03 h / -78 °C

5.2: -78 - 20 °C

6.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 0.17 h

6.2: 0.25 h / 20 °C

7.1: bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 3 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; sodium hydride; sodium hydrogencarbonate; N,N-dimethyl-formamide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 7.1: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.08.050