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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036607Generated: October 30, 2026

Diisopropylethylamine → HCID 58459119, compound

https://huagongshe.com/reaction/2036607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-6-chloropyrimidine-5-carbonitrileHCID 12278262—
ReactantHCID 58459131HCID 58459131—
Solvent1-ButanolHCID 263—
ProductHCID 58459119HCID 58459119—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of (S)-methyl 2-(1-aminoethyl)-1-cyclopropyl-1H-benzo[d]imidazole-7-carboxylate (140 mg, 0.54 mmol), 4-amino-6-chloropyrimidine-5-carbonitrile (83 mg, 0.54 mmol) and 1,1′-dimethyltriethylamine (190 μL, 1.1 mmol) in n-butanol (3 mL) was stirred at 120° C. After 18 h, the mixture was cooled to rt and concentrated in vacuo. The residue was purified by column chromatography on silica gel using 0 to 10% gradient of MeOH in DCM-EtOAc (1:1) with 0.2% NH4OH as eluent to give (S)-methyl 2-(1-(6-amino-5-cyanopyrimidin-4-ylamino)ethyl)-1-cyclopropyl-1H-benzo[d]imidazole-7-carboxylate: LC-MS (ESI) m/z 378.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575183B2
Source datasetuspto-grants-2013_11
ORD IDord-4f4a871a64bc4ddaa9d520285c47c888
Source noteuspto-grants-2013_11