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

HRID 1027095Notes

Reaction equation

HRID 1027095 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]([OH:26])=O.Cl.[F:28][C:29]1[CH:34]=[CH:33][C:32]2[C:35]3([CH2:41][O:42][C:31]=2[CH:30]=1)[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3>>[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:38]1[CH2:39][CH2:40][C:35]2([C:32]3[CH:33]=[CH:34][C:29]([F:28])=[CH:30][C:31]=3[O:42][CH2:41]2)[CH2:36][CH2:37]1)=[O:26]

Participants

3

Reactant 2

HCID 675407397-(2,5-Dimethylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acidHCID 675414026-Fluoro-2H-spiro[1-benzofuran-3,4'-piperidine] hydrochloride

Product 1

HCID 675408727-(2,5-Dimethylphenylamino)-3-ethoxycarbonyl-6-(6-fluoro-2h-spiro[benzofuran-3,4'-piperidine]-1'-ylcarbonyl)pyrazolo[1,5-a]pyrimidineYield 76%

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 (0.123 g, 0.347 mmol) obtained in Example 88, step 2 and 6-fluoro-2H-spiro[benzofuran-3,4′-piperidine]hydrochloride (0.079 g, 0.382 mmol), the title compound (0.142 g, 76%) was obtained.

Sources & evidence

ORD record
ord-f3774f8069d54cf5bcdf63aa6e2cf70e
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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