Trifluoroacetic acid → HCID 9928670, compound

HRID 2270272Notes

Reaction equation

C(O)(C(F)(F)F)=O.[OH:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:30])=[C:22]([N:25]4[CH2:29][CH2:28][CH2:27][CH2:26]4)[CH:23]=3)[C:18](=[O:31])[N:17]([O:32]CC3C=CC=CC=3)[C:16]2=[O:40])=[CH:11][CH:10]=1>>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:30])=[C:22]([N:25]4[CH2:29][CH2:28][CH2:27][CH2:26]4)[CH:23]=3)[C:18](=[O:31])[N:17]([OH:32])[C:16]2=[O:40])=[CH:13][CH:14]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 22632988HCID 22632988, compound

Product 1

HCID 9928670HCID 9928670, compoundYield 96.7%

Procedure

Using the General Method 6B, the reaction of 1 M TFA solution of B(TFA)3 (0.5 mL, 0.44 mmol) with 1-(4-hydroxyphenyl)-6-fluoro-3-benzyloxy-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione (Example K-1, 0.05 g, 0.11 mmol) afforded 0.038 g of the title compound as a solid, mp 264-268° C. (decomp.).

Sources & evidence

ORD record: ord-243527f1722e438cb1b89371dade0588
Source dataset: uspto-grants-2001_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06331538B1

Reaction notes

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