2-Methoxyaniline → 2-Chloro-N-(2-methoxyphenyl)quinazolin-4-amine

HRID 1436243Notes

Reaction equation

HRID 1436243 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][CH:19]=[CH:18][C:16]=1[NH2:17]>>[Cl:1][C:2]1[N:11]=[C:10]([NH:17][C:16]2[CH:18]=[CH:19][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 70002-MethoxyanilineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 226927222-Chloro-N-(2-methoxyphenyl)quinazolin-4-amine

Procedure

The title compound was prepared from 2,4-dichloroquinazoline and 2-methoxyaniline by a procedure similar to example 28 (35% yield). 1H NMR (CDCl3): 8.76-8.79 (m, 1H), 8.50 (s, broad, 1H), 7.77-7.88 (m, 3H), 7.54-7.59 (m, 1H), 7.09-7.13 (m, 2H), 6.95-6.99 (m, 2H), 4.00 (s, 3H).

Sources & evidence

ORD record
ord-d3960787c3814d139a98765169fd45a1
Source dataset
uspto-grants-2009_11
Patent number
US07618975B2

Reaction notes

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