HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390043Generated: October 29, 2026
Dimethylformamide → Ethyl 4-({3-[3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)propyl]phenyl}amino)-6-methyl-2-(methylthio)-5-pyrimidinecarboxylate
https://huagongshe.com/reaction/390043
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 4-chloro-6-methyl-2-(methylsulfanyl)pyrimidine-5-carboxylate | HCID 22225416 | — |
| Reactant | 1,1-Dimethylethyl[3-(3-aminophenyl)propyl]carbamate | HCID 86654199 | — |
| Product | Ethyl 4-({3-[3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)propyl]phenyl}amino)-6-methyl-2-(methylthio)-5-pyrimidinecarboxylate | HCID 58296314 | 29% |
Reaction Steps
To a solution of 1,1-dimethylethyl[3-(3-aminophenyl)propyl]carbamate (390 mg, 1.558 mmol) in DMF (5 mL) were added ethyl 4-chloro-6-methyl-2-(methylthio)-5-pyrimidinecarboxylate (307 mg, 1.246 mmol) and DIEA (0.298 mL, 1.714 mmol), and the reaction mixture was stirred at 75° C. overnight. The reaction was then concentrated and the residue was purified using column chromatography (silica gel, 0% to 50% EtOAc gradient in hexane) to afford the product (210 mg, 29% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383635B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-d5c7cda7dec54782a1da4bf527990038 |
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| Source note | uspto-grants-2013_02 |
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