4-Phenylpiperidine → 7-(2-Chloro-5-methylphenylamino)-3-ethoxycarbonyl-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine

HRID 1026969Notes

Reaction equation

HRID 1026969 reaction equation
[Cl: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.[C:27]1([CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[Cl: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:36]1[CH2:37][CH2:38][CH:33]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:34][CH2:35]1)=[O:26]

Participants

3

Reactant 2

HCID 698734-PhenylpiperidineHCID 675407707-(2-Chloro-5-methylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675403907-(2-Chloro-5-methylphenylamino)-3-ethoxycarbonyl-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidineYield 84%

Procedure

In the same manner as in Example 21, step 5 and using 7-(2-chloro-5-methylphenylamino)-3-ethoxycarbonylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid (72 mg, 0.17 mmol) obtained in step 2 and 4-phenylpiperidine (37 mg, 0.26 mmol), the title compound (72 mg, 84%) was obtained.

Sources & evidence

ORD record
ord-8636c7ff441a4a7fac43590235d80a63
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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