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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2062311Generated: November 2, 2026

Triethylamine → HCID 136121380, compound

https://huagongshe.com/reaction/2062311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514396—
Reactant2-(4-Chloro-7-methylquinazolin-2-yl)-phenolHCID 136105032—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 136121380HCID 13612138081.3%

Reaction Steps

To 2-(4-chloro-7-methyl-quinazolin-2-yl)-phenol (551 mg, 2.03 mmol) in 2.5 mL of DMF at room temperature was added sequentially (S)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (740 mg, 3.9 mmol) and triethylamine (567 μL, 4.0 mmol), and the reaction mixture was stirred for 12 h. The reaction mixture was diluted with water (10 mL) and CH2Cl2 (10 mL). The organic layer was separated and dried (Na2SO4), and the residue was purified via silica gel chromatography with 25-85% ethyl acetate/hexanes to give of (S)-{1-[2-(2-hydroxy-phenyl)-7-methyl-quinazolin-4-yl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester (694 mg, 81%). LC/MS: m/z 421 (M+H)+ at 2.79 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283354B2
Source datasetuspto-grants-2012_10
ORD IDord-0b04e94c30934a73a5504690f1835dec
Source noteuspto-grants-2012_10