HCID 23156998, compound → 7-(4-Fluoro-2-methylphenylamino)-3-ethoxycarbonyl-6-(3,3-dimethyl-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027130Notes

Reaction equation

HRID 1027130 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]2[C:14]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=3[CH3:23])=[C:13]([C:24]([OH:26])=O)[CH:12]=[N:11][C:10]=12)=[O:5])[CH3:2].[CH3:27][C:28]1([CH3:42])[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:30]2([CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)[O:29]1>>[F:22][C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:14]2[N:9]3[N:8]=[CH:7][C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[C:10]3[N:11]=[CH:12][C:13]=2[C:24]([N:33]2[CH2:34][CH2:35][C:30]3([C:36]4[C:41](=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:28]([CH3:42])([CH3:27])[O:29]3)[CH2:31][CH2:32]2)=[O:26])=[C:17]([CH3:23])[CH:18]=1

Participants

3

Reactant 2

HCID 23156998HCID 23156998, compoundHCID 675400763-Ethoxycarbonyl-7-(4-fluoro-2-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675403627-(4-Fluoro-2-methylphenylamino)-3-ethoxycarbonyl-6-(3,3-dimethyl-3H-spiro[isobenzofuran-1,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidineYield 78.2%

Procedure

In the same manner as in Example 21, step 5 and using 3-ethoxycarbonyl-7-(4-fluoro-2-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.14 g, 0.39 mmol) obtained in Example 139, step 2 and 3,3-dimethyl-3H-spiro[isobenzofuran-1,4′-piperidine] (WO2005/092895, 0.12 g, 0.47 mmol), the title compound (0.17 g, 77%) was obtained.

Sources & evidence

ORD record
ord-643118e9f92348b38388c5497abcf6ed
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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