4-Fluoro-4-phenylpiperidine hydrochloride → 3-Bromo-7-(2-fluoro-5-methylphenylamino)-6-(4-fluoro-4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027031Notes

Reaction equation

HRID 1027031 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][N:5]2[C:10]([NH:11][C:12]3[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=3[F:19])=[C:9]([C:20](O)=[O:21])[CH:8]=[N:7][C:6]=12.Cl.[F:24][C:25]1([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>>[Br:1][C:2]1[CH:3]=[N:4][N:5]2[C:10]([NH:11][C:12]3[CH:17]=[C:16]([CH3:18])[CH:15]=[CH:14][C:13]=3[F:19])=[C:9]([C:20]([N:28]3[CH2:29][CH2:30][C:25]([F:24])([C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[CH2:26][CH2:27]3)=[O:21])[CH:8]=[N:7][C:6]=12

Participants

3

Reactant 2

HCID 459337594-Fluoro-4-phenylpiperidine hydrochlorideHCID 675407883-Bromo-7-(2-fluoro-5-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675408043-Bromo-7-(2-fluoro-5-methylphenylamino)-6-(4-fluoro-4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidineYield 29%

Procedure

In the same manner as in Example 21, step 5 and using 3-bromo-7-(2-fluoro-5-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylic acid (333 mg, 0.91 mmol) obtained in step 2 and 4-fluoro-4-phenylpiperidine hydrochloride (296 mg, 1.37 mmol), the title compound (1-39 mg, 29%) was obtained.

Sources & evidence

ORD record
ord-12d3434c8c25455499b9efd4da39c854
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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