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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl chloroformateHCID 15891—
ReactantN-((2-aminothiazol-4-yl)methyl)-N,3-dimethylpyrazine-2-carboxamideHCID 86661291—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
Product(4-{[Methyl-(3-methyl-pyrazine-2-carbonyl)-amino]-methyl}-thiazol-2-yl)-carbamic acid phenyl esterHCID 5805509517.7%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148380B2
Source datasetuspto-grants-2012_04
ORD IDord-1c18361e42ab450686be6dd049c8ff95
Source noteuspto-grants-2012_04