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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357860Generated: November 5, 2026

Diisopropylethylamine → Ethyl (R) 3-{4-[2-(4-methoxy-2-o-tolylaminobenzoxazol-6-yl)acetylamino]phenyl}butanoate

https://huagongshe.com/reaction/1357860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2-(4-Methoxy-2-o-tolylaminobenzoxazol-6-yl)acetic acidHCID 18188100—
ReactantHCID 53963459HCID 53963459—
SolventDimethylformamideHCID 6228—
ProductEthyl (R) 3-{4-[2-(4-methoxy-2-o-tolylaminobenzoxazol-6-yl)acetylamino]phenyl}butanoateHCID 86585957100.8%

Reaction Steps

A stirred solution of with ethyl (R) 3-(4-aminophenyl)butanoate (0.107 g, Reference Example 1) in dimethylformamide (10 mL) was treated with diisopropylethylamine (0.4 g), 2-(4-methoxy-2-o-tolylaminobenzoxazol-6-yl)acetic acid [0.105 g, Reference Example 9(a)] and then with O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (0.14 g). The mixture was left to stand for 20 hours and then partitioned between ethyl acetate and hydrochloric acid (1M). The organic phase was washed with water, then with aqueous bicarbonate solution (5%), then with water, then with brine, then dried and then evaporated to give the title compound (0.17 g) as a cream coloured solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593354B2
Source datasetuspto-grants-2003_07
ORD IDord-c59a1605500a4370b225f4b99379efa6
Source noteuspto-grants-2003_07