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

HRID 1026924Notes

Reaction equation

HRID 1026924 reaction equation
[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:23](O)=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.N1([CH:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)C=CC=N1>>[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:23]([N:35]1[CH2:34][CH2:33][CH:32]([C:10]2[CH:11]=[N:12][CH:13]=[N:14][CH:9]=2)[CH2:37][CH2:36]1)=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 567664864-(1H-pyrazol-1-yl)piperidine hydrochlorideHCID 675407947-Benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675407087-Benzylamino-3-ethoxycarbonyl-6-[4-(pyrimidin-5-yl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidineYield 174.5%

Procedure

In the same manner as in Example 21, step 5 and using 7-benzylamino-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.16 g, 0.47 mmol) obtained in Example 21, step 4 and 4-(pyrimidin-5-yl)piperidine (WO2004/094371, 0.09 g, 0.57 mmol), the title compound (0.20 g, 0.41 mmol) was obtained.

Sources & evidence

ORD record
ord-14eb2c706d1047c0ab04bd8706ffb11c
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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