4-(3-Methylphenyl)piperidine--hydrogen chloride (1/1) → 7-Benzylamino-3-bromo-6-[4-(3-methylphenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine

HRID 1026920Notes

Reaction equation

HRID 1026920 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.[CH3:23][C:24]1[CH:25]=[C:26]([CH:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)[CH:27]=[CH:28][CH:29]=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:33]1[CH2:34][CH2:35][CH:30]([C:26]2[CH:27]=[CH:28][CH:29]=[C:24]([CH3:23])[CH:25]=2)[CH2:31][CH2:32]1)=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 219369674-(3-Methylphenyl)piperidine--hydrogen chloride (1/1)HCID 675403637-Benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675407787-Benzylamino-3-bromo-6-[4-(3-methylphenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidineYield 77%

Procedure

In the same manner as in Example 21, step 5 and using 7-benzylamino-3-bromopyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.20 g, 0.58 mmol) obtained in Example 22, step 3 instead of 7-benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid and 4-(3-methylphenyl)piperidine hydrochloride (0.15 g, 0.69 mmol), the title compound (0.22 g, 77%) was obtained.

Sources & evidence

ORD record
ord-964d54fb0e21465086bfc2d2ec5264f1
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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