Potassium Carbonate → 5-(2-chloro-5-(3-cyanopyridin-2-yl)benzamido)-N-cyclopropyl-1-phenyl-1H-pyrazole-3-carboxamide

HRID 522097Notes

Reaction equation

HRID 522097 reaction equation
[Cl:1][C:2]1[CH:27]=[CH:26][C:25](B2OC(C)(C)C(C)(C)O2)=[CH:24][C:3]=1[C:4]([NH:6][C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:10]=[C:9]([C:18]([NH:20][CH:21]2[CH2:23][CH2:22]2)=[O:19])[CH:8]=1)=[O:5].C(=O)([O-])[O-].[K+].[K+].Cl[C:44]1[N:51]=[CH:50][CH:49]=[CH:48][C:45]=1[C:46]#[N:47]>O1CCOCC1>[Cl:1][C:2]1[CH:27]=[CH:26][C:25]([C:44]2[C:45]([C:46]#[N:47])=[CH:48][CH:49]=[CH:50][N:51]=2)=[CH:24][C:3]=1[C:4]([NH:6][C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:10]=[C:9]([C:18]([NH:20][CH:21]2[CH2:23][CH2:22]2)=[O:19])[CH:8]=1)=[O:5]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 810792-ChloronicotinonitrileHCID 123184206HCID 123184206, compound

Product 1

HCID 1184971705-(2-chloro-5-(3-cyanopyridin-2-yl)benzamido)-N-cyclopropyl-1-phenyl-1H-pyrazole-3-carboxamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound was prepared according to the method described for Example 83 using 5-(2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamido)-N-cyclopropyl-1-phenyl-1H-pyrazole-3-carboxamide in dioxane (Preparation 10) and 2-chloronicotinonitrile with potassium carbonate as base.

Sources & evidence

ORD record
ord-10dafa9d02c744ffa78d1a9e426b68e6
Source dataset
uspto-grants-2016_05
Patent number
US09328096B2

Reaction notes

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