1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate

Base Information

Chemical Name:1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate
CAS No.:1393457-03-8
Molecular Formula:C₂₀H₂₂ClN₃O₂S₂
Molecular Weight:435.999
Hs Code.:

Synonyms:1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate

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Chemical Property of 1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate

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Technology Process of 1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate

There total 3 articles about 1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate 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: 54.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 1393456-99-9
(4-chloro-6-dimethylamino-2-methylsulfanylpyrimidin-5-yl)(4-chlorophenyl)methanone

: 1393457-03-8
1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate

Guidance literature:: (4-chloro-6-dimethylamino-2-methylsulfanylpyrimidin-5-yl)(4-chlorophenyl)methanone; With sodium sulfide; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

bromoacetic acid tert-butyl ester; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

With sodium hydride; In N,N-dimethyl-formamide; oil; at 0 ℃; for 0.166667h;
DOI:10.3987/COM-12-12463

Reference yield:

: 6299-25-8
4,6-Dichloro-2-(methylthio)pyrimidine

: 1393457-03-8
1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 °C

1.2: 0.17 h

2.1: tetrahydrofuran / 0.17 h / 0 °C

3.1: pyridinium chlorochromate / dichloromethane / 20 °C

4.1: sodium sulfide / N,N-dimethyl-formamide / 1 h / 60 °C

4.2: 0.25 h / 0 °C

4.3: 0.17 h / 0 °C

With sodium sulfide; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-12-12463

Reference yield:

: 1393456-95-5
(4-chloro-6-dimethylamino-2-methylsulfanylpyrimidin-5-yl)(4-chlorophenyl)methanol

: 1393457-03-8
1,1-dimethylethyl 5-(4-chlorophenyl)-4-dimethylamino-2-methylsulfanylthieno[2,3-d]pyrimidine-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridinium chlorochromate / dichloromethane / 20 °C

2.1: sodium sulfide / N,N-dimethyl-formamide / 1 h / 60 °C

2.2: 0.25 h / 0 °C

2.3: 0.17 h / 0 °C

With sodium sulfide; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-12-12463