Methyl iodide → 4-Quinazolinamine, N-[4-(difluoromethoxy)phenyl]-N,2-dimethyl-

HRID 1436277Notes

Reaction equation

HRID 1436277 reaction equation
[F:1][CH:2]([F:22])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=[C:13]([CH3:21])[N:12]=2)=[CH:6][CH:5]=1.[CH3:23]I>>[F:22][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=[C:13]([CH3:21])[N:12]=2)[CH3:23])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 42625916N-[4-(Difluoromethoxy)phenyl]-2-methylquinazolin-4-amine

Product 1

HCID 111978224-Quinazolinamine, N-[4-(difluoromethoxy)phenyl]-N,2-dimethyl-

Procedure

The title compound was prepared from (4-difluoromethoxy-phenyl)-(2-methyl-quinazolin-4-yl)-amine (710 mg, 2.36 mmol) and methyl iodide (1.03 ml, 16.52 mmol), by a procedure similar to Example 36 (40.8% yield). 1H NMR (CDCl3): 7.77 (dd, J=8.4 Hz, J=0.9 Hz, 1H), 7.59-7.53 (m, 1H), 7.17-7.10 (m, 4H), 7.06-6.99 (m, 2H), 6.78 (d, J=0.6 Hz, 0.25H), 6.54 (d, J=0.9 Hz, 0.5H), 6.29 (d, J=0.9 Hz, 0.25H), 3.62 (s, 3H), 2.75 (s, 3H).

Sources & evidence

ORD record
ord-6b20c0ba83fa4dccbcd783cc73236295
Source dataset
uspto-grants-2009_11
Patent number
US07618975B2

Reaction notes

Loading…