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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250809Generated: October 29, 2026

Triethylamine → benzyl (2S,3S)-3-hydroxy-2-(2-(6-(trifluoromethyl)quinazolin-4-ylamino)acetamido)hex-4-ynylcarbamate

https://huagongshe.com/reaction/2250809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chloro-6-(trifluoromethyl)quinazolineHCID 21075095—
Reactantbenzyl (2S,3S)-2-(2-aminoacetamido)-3-hydroxyhex-4-ynylcarbamateHCID 86596714—
SolventEthanolHCID 702—
Productbenzyl (2S,3S)-3-hydroxy-2-(2-(6-(trifluoromethyl)quinazolin-4-ylamino)acetamido)hex-4-ynylcarbamateHCID 8659671859.5%

Reaction Steps

Benzyl (2S,3S)-2-(2-aminoacetamido)-3-hydroxyhex-4-ynylcarbamate (194 mg, see procedure 15a) was dissolved in EtOH (3 mL) and the resultant solution was charged with triethylamine (0.42 mL) and 4-chloro-6-(trifluoromethyl)quinazoline (141 mg). The mixture was heated at 80 C for 14 h, cooled to RT, and concentrated in vacuo to afford benzyl (2S,3S)-3-hydroxy-2-(2-(6-(trifluoromethyl)quinazolin-4-ylamino)acetamido)hex-4-ynylcarbamate (186 mg). MS found: (M+H)+=516.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317019B2
Source datasetuspto-grants-2008_01
ORD IDord-03b0aff07fe94c69872b22b0fdee17c2
Source noteuspto-grants-2008_01