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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75524Generated: October 30, 2026

Diisopropyl Ether → tert-butyl {(1R,2S)-2-[(2-{[(2-methoxyethyl)amino]carbonyl}-6-methylquinazolin-4-yl)amino]cyclohexyl}carbamate

https://huagongshe.com/reaction/75524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
Reactant2-MethoxyethylamineHCID 8018—
Reactant{(1S,2R)-2-[(tert-butoxycarbonyl)amino]cyclohexyl}amino-6-methylquinazolin-2-carboxylateHCID 131730532—
SolventMethanolHCID 887—
Producttert-butyl {(1R,2S)-2-[(2-{[(2-methoxyethyl)amino]carbonyl}-6-methylquinazolin-4-yl)amino]cyclohexyl}carbamateHCID 86638400—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a suspension of 15.0 g of ethyl 4-({(1S,2R)-2-[(tert-butoxycarbonyl)amino]cyclohexyl}amino-6-methylquinazolin-2-carboxylate in 15 ml of methanol, 7.89 g of 2-methoxyethylamine was added, and the mixture was stirred at 50° C. for 15 hours. After the reaction solution was cooled to room temperature, 45 ml of diisopropyl ether was added thereto, and the mixture was stirred at 0° C. for 30 minutes. The deposited crystal was collected by filtration, washed with diisopropyl ether and dried under reduced pressure, whereby 12.2 g of a desired compound was obtained as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835446B2
Source datasetuspto-grants-2014_09
ORD IDord-1a4c14a8e6a84656b1c87ad9f8b25868
Source noteuspto-grants-2014_09