4-Fluorobenzoic Acid → 2-(4-Fluorophenyl)-7-(piperazin-1-yl)thiazolo[5,4-d]pyrimidine

Reaction equation

[NH2:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[N:4][CH:5]=[N:6][C:7]=1[SH:8].[F:22][C:23]1[CH:31]=[CH:30][C:26]([C:27](O)=O)=[CH:25][CH:24]=1>>[F:22][C:23]1[CH:31]=[CH:30][C:26]([C:27]2[S:8][C:7]3[N:6]=[CH:5][N:4]=[C:3]([N:9]4[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]4)[C:2]=3[N:1]=2)=[CH:25][CH:24]=1

Participants

Reactant 2

HCID 99734-Fluorobenzoic Acid

HCID 178452266Tert-butyl 4-(5-amino-6-mercaptopyrimidin-4-yl)piperazine-1-carboxylate

Product 1

HCID 667581752-(4-Fluorophenyl)-7-(piperazin-1-yl)thiazolo[5,4-d]pyrimidineYield 74%

Procedure

This compound was synthesized from tert-butyl 4-(5-amino-6-mercaptopyrimidin-4-yl)piperazine-1-carboxylate using 4-fluorobenzoic acid, yielding the title compound in 74% yield.

Sources & evidence

ORD record: ord-d1e2317ad7444cba90252b65f4801a73
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09193741B2

Reaction notes

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