4-(1H-pyrazol-1-yl)piperidine hydrochloride → 7-Benzylamino-3-bromo-6-[4-(1H-pyrazol-1-yl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine

HRID 1026912Notes

Reaction equation

HRID 1026912 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.Cl.[N:23]1([CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH:27]=[CH:26][CH:25]=[N: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:31]1[CH2:30][CH2:29][CH:28]([N:23]2[CH:27]=[CH:26][CH:25]=[N:24]2)[CH2:33][CH2:32]1)=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 567664864-(1H-pyrazol-1-yl)piperidine hydrochlorideHCID 675403637-Benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675408507-Benzylamino-3-bromo-6-[4-(1H-pyrazol-1-yl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidineYield 52%

Procedure

In the same manner as in Example 21, step 5 and using 7-benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.215 g, 0.625 mmol) obtained in Example 22, step 3 and 4-(1H-pyrazol-1-yl)piperidine hydrochloride (WO2004/094371, 0.129 g, 0.687 mmol), the title compound (0.155 g, 52%) was obtained.

Sources & evidence

ORD record
ord-03884d6a27234c9eb35a373414831279
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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