7-(2,5-Dimethylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid → 7-(2,5-Dimethylphenylamino)-3-ethoxycarbonyl-6-(2-methylspiro[inden-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027056Notes

Reaction equation

HRID 1027056 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].[CH3:27][C:28]1[C:36]2([CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=1>>[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]([N:39]1[CH2:40][CH2:41][C:36]2([C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=[C:28]2[CH3:27])[CH2:37][CH2:38]1)=[O:25]

Participants

3

Reactant 2

HCID 675407397-(2,5-Dimethylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acidHCID 675407632-Methylspiro[inden-1,4'-piperidine]

Product 1

HCID 675404867-(2,5-Dimethylphenylamino)-3-ethoxycarbonyl-6-(2-methylspiro[inden-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidineYield 65%

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 (0.100 g, 0.282 mmol) obtained in Example 88, step 2 and 2-methylspiro[inden-1,4′-piperidine] (0.062 g, 0.313 mmol), the title compound (0.098 g, 65%) was obtained.

Sources & evidence

ORD record
ord-a9d602fe328644c9bb23ded02ad5a0c8
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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