Methyl iodide → HCID 178503939, compound

HRID 2061161Notes

Reaction equation

HRID 2061161 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][N:8]=[C:9]([CH3:12])[CH:10]=2)[CH:5]=[C:4]([C:13]2[CH:14]=[C:15]([NH:20][C:21]([NH:23][C:24](=[O:31])[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[S:22])[CH:16]=[CH:17][C:18]=2[CH3:19])[C:3]1=[O:32].[OH-].[Na+].[CH3:35]I>C(Cl)Cl>[C:24](/[N:23]=[C:21](\[S:22][CH3:35])/[NH:20][C:15]1[CH:16]=[CH:17][C:18]([CH3:19])=[C:13]([C:4]2[C:3](=[O:32])[N:2]([CH3:1])[C:11]3[C:6]([CH:5]=2)=[CH:7][N:8]=[C:9]([CH3:12])[CH:10]=3)[CH:14]=1)(=[O:31])[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 59212331HCID 59212331, compound

Product 1

HCID 178503939HCID 178503939, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylcarbamothioyl)benzamide 20 (22 mg, 0.05 mmol) in DCM (0.5 mL) was added solid powder of NaOH (20 mg, 0.5 mmol) and MeI (7 mg, 0.05 mmol). The mixture was stirred at rt for 1 h to yield (Z)-methyl N′-benzoyl-N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenyl)carbamimidothioate 21 after removal of DCM. The crude 21 was used without further purification. MS m/z 457.2 (M+1).

Sources & evidence

ORD record
ord-db42613024ce49dea5a0727bc206f829
Source dataset
uspto-grants-2012_10
Patent number
US08278452B2

Reaction notes

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