4-Cyclohexylpiperidine → 6-(4-Cyclohexylpiperidine-1-carbonyl)-7-(2,5-dimethylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine

HRID 1027022Notes

Reaction equation

HRID 1027022 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH:9][C:10]1[N:15]2[N:16]=[CH:17][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:14]2[N:13]=[CH:12][C:11]=1[C:24](O)=[O:25].[CH:27]1([CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH:27]1([CH:33]2[CH2:34][CH2:35][N:36]([C:24]([C:11]3[CH:12]=[N:13][C:14]4[N:15]([N:16]=[CH:17][C:18]=4[C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:10]=3[NH:9][C:3]3[CH:4]=[C:5]([CH3:8])[CH:6]=[CH:7][C:2]=3[CH3:1])=[O:25])[CH2:37][CH2:38]2)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1

Participants

3

Reactant 2

HCID 4242404-CyclohexylpiperidineHCID 675407397-(2,5-Dimethylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675396726-(4-Cyclohexylpiperidine-1-carbonyl)-7-(2,5-dimethylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidineYield 99%

Procedure

In the same manner as in Example 21, step 5 and using 7-(2,5-dimethylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (150 mg, 0.42 mmol) obtained in Example 88, step 2 and 4-cyclohexylpiperidine (U.S. Pat. No. 4,308,382, 120 mg, 0.72 mmol), the title compound (211 mg, 99%) was obtained.

Sources & evidence

ORD record
ord-8650d62c09ec4871ba203ad696e7bc11
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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