HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746804Generated: October 31, 2026
Methyl chloroformate → 6-[(cyclopropylmethyl)(propyl)amino]-N-[4-(1H-1,2,4-triazol-1-yl)phenyl]pyrimidine-4-carboxamide
https://huagongshe.com/reaction/1746804
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(1,2,4-Triazol-1-yl)aniline | HCID 735826 | — |
| Reactant | 6-[(Cyclopropylmethyl)(propyl)amino]pyrimidine-4-carboxylic acid | HCID 59447000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-[(cyclopropylmethyl)(propyl)amino]-N-[4-(1H-1,2,4-triazol-1-yl)phenyl]pyrimidine-4-carboxamide | HCID 59446854 | — |
Reaction Steps
A cooled (0° C.) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4-carboxylic acid (Intermediate 21, 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 mL; 0.52 mmol) and methyl chloroformate (36.2 mL; 0.47 mmol). After stirring at 0° C. for 15 minutes, 4-(1H-1,2,4-triazol-1-yl)aniline (Maybridge, 108 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150519B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-051e8a9a429948cfb2576ec4179e7177 |
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| Source note | uspto-grants-2015_10 |
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