Potassium Carbonate → HCID 90407667, compound

HRID 2277552Notes

Reaction equation

HRID 2277552 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[CH:11]=[C:10]([C:12]([NH2:14])=[O:13])[CH:9]=[CH:8][N:7]=2)[N:3]=[CH:2]1.Br[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:23].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH2:16][N:1]1[CH:5]=[C:4]([C:6]2[CH:11]=[C:10]([C:12]([NH2:14])=[O:13])[CH:9]=[CH:8][N:7]=2)[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11905alpha-Bromo-o-chlorotolueneHCID 178513687HCID 178513687, compound

Product 1

HCID 90407667HCID 90407667, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-(1H-imidazol-4-yl)pyridine-4-carboxamide (PREPARATION 7)), 1-bromomethyl-2-chlorobenzene (260 mg, 1.28 mmol) and K2CO3 (176 mg, 1.28 mmol) in DMF (8 mL) was stirred overnight at rt, LC/MS showed the reaction was completed, purified by FCC to give the title compound (83 mg, 42%) as a yellow solid. [M+H] Calc'd for C16H13ClN4O, 313. Found, 313.

Workup

  1. custompurified by FCC

Sources & evidence

ORD record
ord-a691d9801f40477ea11788329db13c30
Source dataset
uspto-grants-2015_09
Patent number
US09133166B2

Reaction notes

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