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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28577Generated: October 27, 2026

N-(tert-butoxycarbonyl)glycine → Tert-butoxycarbonylamino-acetic acid 4-[2-amino-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-4-ylamino]-benzyl ester

https://huagongshe.com/reaction/28577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(tert-butoxycarbonyl)glycineHCID 78288—
ReactantBenzenemethanol, 4-((2-amino-6-(5-chloro-2-ethoxyphenyl)-4-pyrimidinyl)amino)-HCID 10406874—
SolventDichloromethaneHCID 6344—
ProductTert-butoxycarbonylamino-acetic acid 4-[2-amino-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-4-ylamino]-benzyl esterHCID 68983979—

Reaction Steps

To a stirred suspension of the title compound of Example 44 (0.400 g, 1.08 mmol), N-(tert-butoxycarbonyl)-glycine (0.227 g, 1.29 mmol) and 4-dimethyl-amino-pyridine (0.184 g, 1.51 mmol) in dichloromethane (20 ml) was added 1-[3-(dimethyl-amine)-propyl]-3-ethyl carboduimide (0.282 g, 1.51 mmol). After stirring for 6 hours, the mixture was purified by flash chromatography on silica gel eluting in ethyl acetate-hexane (2:3) to provide tert-butoxycarbonylamino-acetic acid 4-[2-amino-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-4-ylamino]-benzyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419984B2
Source datasetuspto-grants-2008_09
ORD IDord-306c6a4a5b184c1fb9fcfab6784119dc
Source noteuspto-grants-2008_09