2,5-Dimethoxyaniline → 2-Chloro-N-(2,5-dimethoxyphenyl)quinazolin-4-amine

HRID 1876080Notes

Reaction equation

HRID 1876080 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:13][O:14][C:15]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][C:16]=1[NH2:17]>>[Cl:1][C:2]1[N:11]=[C:10]([NH:17][C:16]2[CH:18]=[C:19]([O:22][CH3:23])[CH:20]=[CH:21][C:15]=2[O:14][CH3:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 76132,5-DimethoxyanilineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 226927372-Chloro-N-(2,5-dimethoxyphenyl)quinazolin-4-amine

Procedure

The title compound was prepared from 2,4-dichloroquinazoline and 2,5-dimethoxyaniline by a procedure similar to Example 28 (98% yield). 1H NMR (CDCl3): 8.59 (d, J=3.0 Hz, 1H), 8.53 (s, broad, 1H), 7.78-7.87 (m, 3H), 7.57 (ddd, J=8.4, 6.6 and 1.8 Hz, 1H), 6.88 (d, J=9.0 Hz, 1H), 6.60 (dd, J=8.7 and 3.0 Hz, 1H), 3.97 (s, 3H), 3.87 (s, 3H).

Sources & evidence

ORD record
ord-a073ad80048346f9b4e7f9771d08ddc2
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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