Methyl iodide → HCID 11587625, compound

HRID 1668790Notes

Reaction equation

HRID 1668790 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]([CH3:22])[N:13]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:23]I.[H-].[Na+]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:11]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]([CH3:22])[N:13]=2)[CH3:23])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 42625918HCID 42625918, compound

Product 1

HCID 11587625HCID 11587625, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from (3,4-dimethoxy-phenyl)-(2-methyl-quinazolin-4-yl)-amine (288 mg, 0.98 mmol), methyl iodide (0.094 ml, 1.47 mmol), sodium hydride (60 mg, 1.5 mmol) in DMF similar to example 21 to give 70 mg (23%) of off white solids. 1H NMR (CDCl3): 7.75-7.72 (m, 1H), 7.56-7.50 (m, 1H), 7.05-6.94 (m, 2H), 6.85 (d, J=7.5 Hz, 1H), 6.76-6.71 (m, 2H), 3.92 (s, 3H)), 3.78 (s, 3H), 3.61 (s, 3H), 2.73 (s, 3H).

Workup

  1. customto give 70 mg (23%) of off white solids

Sources & evidence

ORD record
ord-139e491c4d254f70beb43a7419d76a71
Source dataset
uspto-grants-2011_08
Patent number
US07989462B2

Reaction notes

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