P-Anisidine → 2-Chloro-6,7-dimethoxy-N-(4-methoxyphenyl)quinazolin-4-amine

HRID 1876072Notes

Reaction equation

HRID 1876072 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.[CH3:17][O:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1>>[Cl:1][C:2]1[N:11]=[C:10]([NH:23][C:22]2[CH:24]=[CH:25][C:19]([O:18][CH3:17])=[CH:20][CH:21]=2)[C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 7732P-AnisidineHCID 5203272,4-Dichloro-6,7-dimethoxyquinazoline

Product 1

HCID 226927262-Chloro-6,7-dimethoxy-N-(4-methoxyphenyl)quinazolin-4-amine

Procedure

The title compound was prepared from 2,4-dichloro-6,7-dimethoxyquinazoline (100 mg, 0.386 mmol) and 4-methoxyaniline (49 mg, 0.386 mmol) by a procedure similar to Example 1b and was isolated as white powder (10 mg, 10%). 1H NMR (CDCl3): 8.10 (s, 1H), 7.70-7.68 (m, 2H), 7.23 (s, 1H), 6.96-6.94 (m, 2H), 4.07 (s, 3H), 3.99 (s, 3H), 3.85 (s, 3H).

Sources & evidence

ORD record
ord-718ef7d05dda48be9966fc3a2ecf2c97
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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