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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2237599Generated: October 31, 2026

Sodium Bicarbonate → HCID 68581553, compound

https://huagongshe.com/reaction/2237599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant(1R,2S)-N1-(tert-Butoxycarbonyl)-1,2-cyclohexanediamineHCID 1514392—
ReactantEthyl 4-chloro-6-methylquinazoline-2-carboxylateHCID 23068383—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductHCID 68581553HCID 68581553108.4%

Reaction Steps

To a suspension of 8.47 g of 4-chloro-2-ethoxycarbonyl-6-methylquinazoline and 7.60 g of (1S,2R)-2-(t-butoxycarbonylamino)cyclohexylamine in 350 ml of toluene, 11.8 ml of triethylamine and a catalytic amount of 4-dimethylaminopyridine were added, and then the mixture was heated at reflux for 16 hours. After the reaction solution was mixed with a saturated sodium hydrogencarbonate solution and extracted with chloroform, the organic layer was washed with a 10% citric acid solution and saturated brine. After drying over magnesium sulfate, the solvent was distilled off to obtain 15.7 g of the desirable compound as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718663B2
Source datasetuspto-grants-2010_05
ORD IDord-44772eab154f48a683666e4640e43760
Source noteuspto-grants-2010_05