4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride

Base Information

Chemical Name:4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride
CAS No.:583878-52-8
Molecular Formula:C₁₆H₁₂ClN₃O₂S
Molecular Weight:345.809
Hs Code.:

Synonyms:4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride

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Chemical Property of 4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride

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Technology Process of 4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride

There total 11 articles about 4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride 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: 95.0%

: 583878-40-4
4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoic acid

: 583878-52-8
4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride

Guidance literature:: With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.10.030

Reference yield:

: 583878-42-6
ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate

: 583878-52-8
4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / DIPEA / dioxane / 72 h / Heating

2: 82 percent / NaBH₄ / ethanol / 4 h / 45 °C

3: 70 percent / MnO₂ / CH₂Cl₂ / 20 °C

4: 94 percent / tetrahydrofuran / 2.5 h / Heating

5: 71 percent / DIPEA; DBU / 30 h / Heating

6: 95 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

7: 95 percent / oxalyl chloride / dimethylformamide; CH₂Cl₂ / 2 h / 20 °C

With manganese(IV) oxide; sodium tetrahydroborate; oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 4: Horner-Emmons olefination;
DOI:10.1016/j.tetlet.2005.10.030

Reference yield:

: 583878-45-9
tert-butyl 4-{[5-formyl-6-methyl-2-(methylsulfanyl)-4-pyrimidinyl]amino}benzoate

: 583878-52-8
4-(4-methyl-2-(methylsulfanyl)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)benzoyl chloride

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / tetrahydrofuran / 2.5 h / Heating

2: 71 percent / DIPEA; DBU / 30 h / Heating

3: 95 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

4: 95 percent / oxalyl chloride / dimethylformamide; CH₂Cl₂ / 2 h / 20 °C

With oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Horner-Emmons olefination;
DOI:10.1016/j.tetlet.2005.10.030