Methyl iodide → HCID 11687928, compound

HRID 1668794Notes

Reaction equation

HRID 1668794 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=[C:12]([CH3:20])[N:11]=2)=[CH:5][N:4]=1.[CH3:22]I.[H-].[Na+]>CN(C=O)C>[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[CH:7][C:6]([N:9]([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=[C:12]([CH3:20])[N:11]=2)[CH3:22])=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 42625838HCID 42625838, compound

Product 1

HCID 11687928HCID 11687928, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from (2-dimethylamino-pyridine-5-yl)-(2-methyl-quinazolin-4-yl)-amine (45 mg, 0.16 mmol), methyl iodide (0.016 ml, 0.24 mmol), sodium hydride (9.6 mg, 0.24 mmol, 60% oil dispersion) in DMF similar to example 21 to give 22 mg (47%) of paint yellow solids. 1H NMR (CDCl3): 8.07 (d, J=2.4 Hz, 1H), 7.63 (dd, J=0.9 Hz, J=8.4 Hz, 1H), 7.56-7.51 (m, 1H), 7.27-7.18 (m, 2H), 7.05-7.00 (m, 1H), 6.50 (d, J=9.3 Hz, 1H), 3.55 (s, 3H), 3.12 (s, 6H), 2.72 (s, 3H).

Workup

  1. customto give 22 mg (47%) of paint yellow solids

Sources & evidence

ORD record
ord-c1d0d97434584799a6aa18a9fcc57f06
Source dataset
uspto-grants-2011_08
Patent number
US07989462B2

Reaction notes

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