4-(4-Methoxyphenyl)piperidine hydrochloride → 3-Ethoxycarbonyl-7-(2-fluoro-5-methylphenylamino)-6-[4-(4-methoxyphenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidine

HRID 1027017Notes

Reaction equation

HRID 1027017 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]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=3[F:23])=[C:13]([C:24]([OH:26])=O)[CH:12]=[N:11][C:10]=12)=[O:5])[CH3:2].Cl.[CH3:28][O:29][C:30]1[CH:35]=[CH:34][C:33]([CH:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)=[CH:32][CH:31]=1>>[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]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=3[F:23])=[C:13]([C:24]([N:39]3[CH2:40][CH2:41][CH:36]([C:33]4[CH:32]=[CH:31][C:30]([O:29][CH3:28])=[CH:35][CH:34]=4)[CH2:37][CH2:38]3)=[O:26])[CH:12]=[N:11][C:10]=12)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 222528534-(4-Methoxyphenyl)piperidine hydrochlorideHCID 675407743-Ethoxycarbonyl-7-(2-fluoro-5-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Product 1

HCID 675399903-Ethoxycarbonyl-7-(2-fluoro-5-methylphenylamino)-6-[4-(4-methoxyphenyl)piperidine-1-carbonyl]pyrazolo[1,5-a]pyrimidineYield 78%

Procedure

In the same manner as in Example 21, step 5 and using 3-ethoxycarbonyl-7-(2-fluoro-5-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylic acid (0.5 g, 1.40 mmol) obtained in Example 90, step 2 and 4-(4-methoxyphenyl)piperidine hydrochloride (0.38 mg, 1.67 mmol), the title compound (0.58 mg, 78%) was obtained.

Sources & evidence

ORD record
ord-f4ff623002f64eb6b5459a310b010ab7
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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