4-(4-Fluorophenyl)piperidine → HCID 71178924, compound

HRID 2409332Notes

Reaction equation

HRID 2409332 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:10]=[N:11][N:12]2[C:17]([NH:18][C:19]3[CH:24]=[C:23]([CH3:25])[C:22]([F:26])=[CH:21][C:20]=3[Cl:27])=[C:16]([C:28](OCC)=[O:29])[CH:15]=[N:14][C:13]=12)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:33][C:34]1[CH:39]=[CH:38][C:37]([CH:40]2[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)=[CH:36][CH:35]=1>>[C:1]([NH:5][S:6]([C:9]1[CH:10]=[N:11][N:12]2[C:17]([NH:18][C:19]3[CH:24]=[C:23]([CH3:25])[C:22]([F:26])=[CH:21][C:20]=3[Cl:27])=[C:16]([C:28]([N:43]3[CH2:44][CH2:45][CH:40]([C:37]4[CH:36]=[CH:35][C:34]([F:33])=[CH:39][CH:38]=4)[CH2:41][CH2:42]3)=[O:29])[CH:15]=[N:14][C:13]=12)(=[O:8])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 27591364-(4-Fluorophenyl)piperidineHCID 71178893HCID 71178893, compound

Product 1

HCID 71178924HCID 71178924, compoundYield 33%

Procedure

Using ethyl 3-(N-tert-butylsulfamoyl)-7-(2-chloro-4-fluoro-5-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylate (2.94 g, 6.07 mmol) obtained in step 3 and 4-(4-fluorophenyl)piperidine (1.18 g, 6.58 mmol) instead of 4-phenylpiperidine, and in the same manner as in Example 1 step 4, the title compound (0.90 g, 33%) was obtained.

Sources & evidence

ORD record
ord-5c2c289165bf44baaa7b13240d6c13f2
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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