2,5-Dimethylaniline → 7-(2,5-Dimethylphenylamino)-3-ethoxycarbonyl-6-(2H-spiro[benzofuran-3,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1027080Notes

Reaction equation

HRID 1027080 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]2[N:5]=[CH:4][C:3]=1[C:16]([N:18]1[CH2:23][CH2:22][C:21]2([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[O:25][CH2:24]2)[CH2:20][CH2:19]1)=[O:17].[CH3:32][C:33]1[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][C:34]=1[NH2:35]>>[CH3:32][C:33]1[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][C:34]=1[NH:35][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]2[N:5]=[CH:4][C:3]=1[C:16]([N:18]1[CH2:23][CH2:22][C:21]2([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[O:25][CH2:24]2)[CH2:20][CH2:19]1)=[O:17]

Participants

3

Reactant 2

HCID 72592,5-DimethylanilineHCID 866462987-Chloro-3-ethoxycarbonyl-6-(2H-spiro[benzofuran-3,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidine

Product 1

HCID 675412607-(2,5-Dimethylphenylamino)-3-ethoxycarbonyl-6-(2H-spiro[benzofuran-3,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidineYield 88.1%

Procedure

In the same manner as in Example 19, step 5 and using 7-chloro-3-ethoxycarbonyl-6-(2H-spiro[benzofuran-3,4′-piperidine]-1′-ylcarbonyl)pyrazolo[1,5-a]pyrimidine (0.24 g, 0.54 mmol) obtained in Example 128, step 2 and 2,5-dimethylaniline (0.098 g, 0.81 mmol), the title compound (0.25 g, 86%) was obtained.

Sources & evidence

ORD record
ord-64c44ec6f6a34385944ad8972da348d3
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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