1,3-Butanedione, 1-(3-ethoxyphenyl)-4,4-difluoro- → 3-Bromo-7-difluoromethyl-5-(3-ethoxy-phenyl)-pyrazolo[1,5-a]pyrimidine

HRID 269026Notes

Reaction equation

HRID 269026 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:10](=O)[CH2:11][C:12](=O)[CH:13]([F:15])[F:14])[CH:7]=[CH:8][CH:9]=1)[CH3:2].[NH2:18][C:19]1[C:23]([Br:24])=[CH:22][NH:21][N:20]=1>>[Br:24][C:23]1[CH:22]=[N:21][N:20]2[C:12]([CH:13]([F:15])[F:14])=[CH:11][C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=3)=[N:18][C:19]=12

Participants

3

Reactant 2

HCID 866080121,3-Butanedione, 1-(3-ethoxyphenyl)-4,4-difluoro-HCID 178509245HCID 178509245, compound

Product 1

HCID 670004273-Bromo-7-difluoromethyl-5-(3-ethoxy-phenyl)-pyrazolo[1,5-a]pyrimidineYield 83.1%

Procedure

Prepared from 1-(3-ethoxy-phenyl)-4,4-difluoro-butane-1,3-dione (example C.19 step 2) (23.9 g, 99 mmol) and commercially available 3-amino-4-bromopyrazole (15.99 g, 99 mmol) as described in example C.1 step 2a to give the title compound (30.3 g, 83%) as a yellow solid. MS (ISP) 368.0 [(M+H)+], 370.0 [(M+2+H)+].

Sources & evidence

ORD record
ord-d54ca6546b44457b834ac72f4929d92f
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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