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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874873Generated: October 25, 2026

Trifluoroacetic acid → 2-[2-benzyloxy-1-(7H-pyrrolo[2,3-d]pyrimdin-4-ylamino)-ethyl]-5-methyl-3-phenyl-3H-quinazolin-4-one

https://huagongshe.com/reaction/874873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(2,5-Dioxopyrrolidin-1-yl) 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxypropanoateHCID 333593—
ReactantPurine, 6-bromo-HCID 5287830—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
Reactant(2,5-Dioxopyrrolidin-1-yl) 2-(phenylmethoxycarbonylamino)butanoateHCID 12961228—
ReactantHCID 178456854HCID 178456854—
Product2-[2-benzyloxy-1-(7H-pyrrolo[2,3-d]pyrimdin-4-ylamino)-ethyl]-5-methyl-3-phenyl-3H-quinazolin-4-oneHCID 11591464—

Reaction Steps

Compound 30 was prepared using the general procedure described above with respect to compound 14, but 3-benzyloxy-2-tert-butoxycarbonylaminopropionic acid 2,5-dioxo-pyrrolidin-1-yl ester was substituted for 2-benzyloxycarbonylaminobutyric acid 2,5-dioxo-pyrrolidin-1-yl ester in step B, the alternate procedure (TFA deprotection) was used in step C, and 4-chloro-7H-pyrrolo[2,3-d]pyrimidine was substituted for 6-bromopurine in step D. MS (ES): m/z 503 (M+H), 395. Compound 30is shown below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980901B2
Source datasetuspto-grants-2015_03
ORD IDord-1ec3fd36bbb14d649a6859fe5dfb8976
Source noteuspto-grants-2015_03