Methyl iodide → HCID 11500994, compound

HRID 1668804Notes

Reaction equation

HRID 1668804 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[C:16]([CH3:24])[N:15]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:25]I.[H-].[Na+]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:13]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[C:16]([CH3:24])[N:15]=2)[CH3:25])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 596483692-Methyl-N-(3,4,5-trimethoxyphenyl)quinazolin-4-amine

Product 1

HCID 11500994HCID 11500994, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from (3,4,5-trimethoxy-phenyl)-(2-methyl-quinazolin-4-yl)-amine (232 mg, 0.71 mmol), methyl iodide (0.07 ml, 1.08 mmol), sodium hydride (43 mg, 1.08 mmol, 60% oil dispersion) in DMF similar to example 21 to give 65 mg (27%) of white solids. 1H NMR (CDCl3): 7.75 (d, J=8.4 Hz, 1H), 7.58-7.53 (m, 1H), 7.11-7.00 (m, 2H), 6.39 (s, 2H), 3.88 (s, 3H), 3.73 (s, 6H), 3.62 (s, 3H), 2.74 (s, 3H).

Sources & evidence

ORD record
ord-c59fa59c8fea4adc801e57ddd0958a99
Source dataset
uspto-grants-2011_08
Patent number
US07989462B2

Reaction notes

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