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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007305Generated: October 28, 2026

Triethylamine → (1R,2S)-N-tert-Butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamine

https://huagongshe.com/reaction/1007305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(1R,2S)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamineHCID 1514392—
Reactant2,4-Dichloro-6-methoxyquinazolineHCID 9991397—
SolventDichloromethaneHCID 6344—
Product(1R,2S)-N-tert-Butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamineHCID 8658858095.1%

Reaction Steps

A solution of 710 mg of 2,4-dichloro-6-methoxyquinazoline in 20 mL of methylene chloride was combined with 471 mg of triethylamine and 750 mg of (1S,2R)-2-tert-butoxycarbonylaminocyclohexylamine, and stirred at room temperature for 48 hours. After concentrating, the mixture was combined with water, extracted with methylene chloride, and dried. After solvent was distilled off, the residue was purified by column chromatography on silica gel (chloroform:methanol 20:1) to obtain 1.20 g of the desirable compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794389B2
Source datasetuspto-grants-2004_09
ORD IDord-191023f652d4427ab5e31a41ad596114
Source noteuspto-grants-2004_09