Methyl iodide → HCID 86614004, compound

HRID 643003Notes

Reaction equation

HRID 643003 reaction equation
[O:1]=[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH:18]=[C:17]([CH2:19][C:20]4[CH:24]=[CH:23][S:22][C:21]=4[C:25]([NH2:27])=[O:26])[N:16]=[CH:15]3)=[CH:10][CH:9]=2)=[CH:6][CH:5]=[CH:4][NH:3]1.[C:28]([O-])([O-])=O.[Cs+].[Cs+].CI>CN(C=O)C>[CH3:28][N:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:8]2[CH:9]=[CH:10][C:11]([N:14]3[CH:18]=[C:17]([CH2:19][C:20]4[CH:24]=[CH:23][S:22][C:21]=4[C:25]([NH2:27])=[O:26])[N:16]=[CH:15]3)=[CH:12][CH:13]=2)[C:2]1=[O:1]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 86614003HCID 86614003, compound

Product 1

HCID 86614004HCID 86614004, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-chloro-N-((1-(4-(2-oxo-1,2-dihydropyridin-3-yl)phenyl-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (0.02 g, 0.05 mmol) in DMF (0.5 mL) was added Cs2CO3 (0.049 g, 0.15 mmol) and MeI (0.01 mL, 0.15 mmol). After stirring for 30 min at ambient temperature, the mixture was purified by preparative HPLC to give 5-chloro-N-((1-(4-(1-methyl-2-oxo-1,2-dihydropyridin-3-yl)phenyl-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (MS 425.1, 427.1 (M+H) Cl pattern).

Workup

  1. customthe mixture was purified by preparative HPLC

Sources & evidence

ORD record
ord-f06db6b57a864d8ab650e4a2519e1881
Source dataset
uspto-grants-2010_04
Patent number
US07696352B2

Reaction notes

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