4-(4-Fluorophenyl)piperidine → HCID 71178981, compound

HRID 2409310Notes

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]([C:25]([F:28])([F:27])[F:26])[CH:22]=[CH:21][C:20]=3[Cl:29])=[C:16]([C:30]([O:32]CC)=O)[CH:15]=[N:14][C:13]=12)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:35][C:36]1[CH:41]=[CH:40][C:39]([CH:42]2[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]2)=[CH:38][CH:37]=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]([C:25]([F:26])([F:27])[F:28])[CH:22]=[CH:21][C:20]=3[Cl:29])=[C:16]([C:30]([N:45]3[CH2:46][CH2:47][CH:42]([C:39]4[CH:38]=[CH:37][C:36]([F:35])=[CH:41][CH:40]=4)[CH2:43][CH2:44]3)=[O:32])[CH:15]=[N:14][C:13]=12)(=[O:8])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 27591364-(4-Fluorophenyl)piperidine

HCID 71178964HCID 71178964, compound

Product 1

HCID 71178981HCID 71178981, compoundYield 79%

Procedure

Using ethyl 3-(N-tert-butylsulfamoyl)-7-(2-chloro-5-trifluoromethylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylate (2.87 g, 5.52 mmol) obtained in step 3 and 4-(4-fluorophenyl)piperidine (1.37 g, 7.62 mmol) instead of 4-phenylpiperidine, and in the same manner as in Example 1 step 4, the title compound (2.63 g, 79%) was obtained.

Sources & evidence

ORD record: ord-12516f0f347f45608ccf6b0aa53689f3
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815874B2

Reaction notes

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