Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928395Generated: November 2, 2026

Dimethyl Sulfoxide → [5-({[1-(4-Chloromethyl-benzyl)-1H-pyrazole-4-carbonyl]-amino}-methyl)-4,6-dimethyl-pyridin-2-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/928395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium BicarbonateHCID 516892—
Reactant[5-({[1-(4-Hydroxymethyl-benzyl)-1H-pyrazole-4-carbonyl]-amino}-methyl)-4,6-dimethyl-pyridin-2-yl]-carbamic acid tert-butyl esterHCID 58081225—
Product[5-({[1-(4-Chloromethyl-benzyl)-1H-pyrazole-4-carbonyl]-amino}-methyl)-4,6-dimethyl-pyridin-2-yl]-carbamic acid tert-butyl esterHCID 58081307—

Reaction Steps

A mixture of [5-({[1-(4-Hydroxymethyl-benzyl)-1H-pyrazole-4-carbonyl]-amino}-methyl)-4,6-dimethyl-pyridin-2-yl]-carbamic acid tert-butyl ester (100 mg, 0.2 mmol, for preparation see step D, example 16), trimethylsilyl chloride (47 mg, 0.4 mmol) and DMSO (4 mg, 0.06 mmol) was stirred at RT for 10 min. Aq. NaHCO3-solution was added and the mixture was extracted with ethyl acetate. The organic layer was dried over MgSO4 and concentrated in vacuo to yield the title compound which was used in the next step without further purification. LCMS (method A) RtA=1.598 min; [M+H]+=484.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290485B2
Source datasetuspto-grants-2016_03
ORD IDord-fc5b77b3b0be4674b28bfe48085921c4
Source noteuspto-grants-2016_03