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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725149Generated: October 26, 2026

Trifluoroacetic acid → [6-(3-Amino-prop-1-ynyl)-quinazolin-4-yl]-[1-(3-fluoro-benzyl)-1H-indazol-5-yl]-amine

https://huagongshe.com/reaction/1725149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(3-{4-[1-(3-Fluoro-benzyl)-1H-indazol-5-ylamino]-quinazolin-6-yl}-prop-2-ynyl)-carbamic acid tert-butyl esterHCID 66623769—
SolventDichloromethaneHCID 6344—
Product[6-(3-Amino-prop-1-ynyl)-quinazolin-4-yl]-[1-(3-fluoro-benzyl)-1H-indazol-5-yl]-amineHCID 6662358086%

Reaction Steps

(3-{4-[1-(3-Fluoro-benzyl)-1H-indazol-5-ylamino]-quinazolin-6-yl}-prop-2-ynyl)-carbamic acid tert-butyl ester (285 mg, 0.545 mmol) is suspended in DCM (6 ml) and TFA (6 ml) is added dropwise. The reaction is stirred at r.t. for 2 hours. The solvents are removed in a N2 stream, DCM (10 ml) is added, and the organic layer is treated with sat. aq. NaHCO3 and brine, dried, and concentrated to afford the pure product (197.6 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488823B2
Source datasetuspto-grants-2009_02
ORD IDord-a95ab29f4fd041f2816b31f5f5270e79
Source noteuspto-grants-2009_02