2-Bromo-n-(4-chlorophenyl)acetamide → 2-[(4-Chloro-phenylcarbamoyl)-methyl]-4-cyano-2H-pyrazole-3-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

HRID 33246Notes

Reaction equation

HRID 33246 reaction equation
Br[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[O:4].C(O[C:16]([C:18]1[NH:19][N:20]=[CH:21][C:22]=1[C:23]#[N:24])=[O:17])C.BrCC(NC1C=[CH:34][C:33](Cl)=[CH:32]N=1)=O.C(OC([C:42]1[NH:43][N:44]=[C:45]([C:47]2SC=C[CH:51]=2)[CH:46]=1)=O)C>>[CH:33]([N:43]1[CH2:42][CH2:46][CH:45]([NH:44][C:16]([C:18]2[N:19]([CH2:2][C:3](=[O:4])[NH:5][C:6]3[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=3)[N:20]=[CH:21][C:22]=2[C:23]#[N:24])=[O:17])[CH2:47][CH2:51]1)([CH3:34])[CH3:32]

Participants

5

Reactant 4

HCID 2193222-Bromo-n-(4-chlorophenyl)acetamideHCID 1479416ethyl 4-cyano-1H-pyrazole-5-carboxylateHCID 34211102-Bromo-N-(5-chloro-2-pyridinyl)acetamideHCID 178468642HCID 178468642, compound

Product 1

HCID 104327542-[(4-Chloro-phenylcarbamoyl)-methyl]-4-cyano-2H-pyrazole-3-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

Procedure

The title compound was prepared analogously to example 1 with the difference that 2-Bromo-N-(4-chloro-phenyl)-acetamide and 4-Cyano-2H-pyrazole-3-carboxylic acid ethyl ester were used instead of 2-Bromo-N-(5-chloro-pyridin-2-yl)-acetamide and 5-Thiophen-2-yl-2H-pyrazole-3-carboxylic acid ethyl ester in the alkylation step. MS (ESI+): m/e=429, chloro pattern.

Sources & evidence

ORD record
ord-d2acf5f118894bb9a1bce622322963b8
Source dataset
uspto-grants-2008_09
Patent number
US07429581B2

Reaction notes

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