4-Fluoro-4-phenylpiperidine → 7-Benzylamino-3-bromo-6-(4-fluoro-4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027024Notes

Reaction equation

HRID 1027024 reaction equation
[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([Br:18])=[C:13]2[N:12]=[CH:11][C:10]=1[C:19]([OH:21])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:22][C:23]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>>[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([Br:18])=[C:13]2[N:12]=[CH:11][C:10]=1[C:19]([N:26]1[CH2:27][CH2:28][C:23]([F:22])([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:24][CH2:25]1)=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 459337604-Fluoro-4-phenylpiperidineHCID 675403637-Benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675404857-Benzylamino-3-bromo-6-(4-fluoro-4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidineYield 86.1%

Procedure

In the same manner as in Example 21, step 5 and using 7-benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.500 g, 1.44 mmol) obtained in Example 22, step 3 and 4-fluoro-4-phenylpiperidine (WO2002/13824, 0.340 g, 1.73 mmol), the title compound (0.630 g, 86%) was obtained.

Sources & evidence

ORD record
ord-4f9be240cdf24ef381419c9be4a80bdf
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

Loading…