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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928366Generated: October 29, 2026

Diisopropylethylamine → 1-(4-Pyrazol-1-ylmethyl-benzyl)-1H-imidazole-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/928366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 3-(dimethylamino)-2-isocyanoacrylateHCID 2758506—
Reactant{4-[(1H-pyrazol-1-yl)methyl]phenyl}methanamineHCID 7131579—
Solvent1-ButanolHCID 263—
Product1-(4-Pyrazol-1-ylmethyl-benzyl)-1H-imidazole-4-carboxylic acid methyl esterHCID 58081308—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-Pyrazol-1-ylmethyl-benzylamine (550 mg, 2.5 mmol), (Z)-methyl-3-(dimethylamino)-2-isocyanoacrylate (380 mg, 2.5 mmol) and DIPEA (1.3 mL, 7.4 mmol) in 20 mL nBuOH was heated to 120° C. for 16 h. The mixture was concentrated in vacuo and the crude product was used in the next step without further purification. LCMS (method A) RtA=1.210 min; [M+H]+=297.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290485B2
Source datasetuspto-grants-2016_03
ORD IDord-5b508a04cd734dd5b83b63da1e94f590
Source noteuspto-grants-2016_03