HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685028Generated: November 3, 2026
Phenyl chloroformate → (4-{[Methyl-(3-methyl-pyrazine-2-carbonyl)-amino]-methyl}-thiazol-2-yl)-carbamic acid phenyl ester
https://huagongshe.com/reaction/1685028
Participants
| Role | Name | HCID | Charge |
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| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | N-((2-aminothiazol-4-yl)methyl)-N,3-dimethylpyrazine-2-carboxamide | HCID 86661291 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-{[Methyl-(3-methyl-pyrazine-2-carbonyl)-amino]-methyl}-thiazol-2-yl)-carbamic acid phenyl ester | HCID 58055095 | 17.7% |
Reaction Steps
A mixture of N-((2-aminothiazol-4-yl)methyl)-N,3-dimethylpyrazine-2-carboxamide (555 mg, 1.84 mmol) and DMAP (20 mg) in pyridine (10 mL) was cooled to 0° C. and a solution of phenyl chloroformate (433 mg, 2.8 mmol) in THF was added drop wise. The mixture was stirred overnight and all volatiles were removed in vacuo at 30° C. The residue was triturated with TBME to afford (4-{[Methyl-(3-methyl-pyrazine-2-carbonyl)-amino]-methyl}-thiazol-2-yl)-carbamic acid phenyl ester (125 mg) as a tan colored solid (purity 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148380B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-1c18361e42ab450686be6dd049c8ff95 |
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| Source note | uspto-grants-2012_04 |
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