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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906013Generated: October 30, 2026

Methyl chloroformate → HCID 67386482, compound

https://huagongshe.com/reaction/906013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67385923HCID 67385923—
SolventDichloromethaneHCID 6344—
ProductHCID 67386482HCID 6738648276.8%

Reaction Steps

Piperidin-4-yl-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea dihydrochloride (0.07 g, 0.151 mmol) was suspended in DCM (1.5 mL) and N,N-diisopropylethylamine (0.1 mL, 0.6 mmol) was added. Methyl chloroformate (0.018 mL, 0.227 mmol) was added and the resulting solution stirred at RT. After 4 hours the solvent was evaporated. The remaining oil was purified by SiO2 chromatography (11 g SiO2, DCM/MeOH 0-4% MeOH). Obtained 0.052 g of 4-{3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-ureido}-piperidine-1-carboxylic acid methyl ester as light brown foam (76% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012974B2
Source datasetuspto-grants-2011_09
ORD IDord-9deb5c63b9f14c38b5d0454504014663
Source noteuspto-grants-2011_09