2,4-Dichloroquinazoline → (2-Chloro-quinazolin-4-yl)-(4-methoxy-benzyl)-methyl-amine

HRID 1436236Notes

Reaction equation

HRID 1436236 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][NH:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1>>[Cl:1][C:2]1[N:11]=[C:10]([N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[CH3:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 2528862,4-DichloroquinazolineHCID 4854071-(4-methoxyphenyl)-N-methylmethanamine

Product 1

HCID 11324470(2-Chloro-quinazolin-4-yl)-(4-methoxy-benzyl)-methyl-amine

Procedure

The title compound was prepared from 2,4-dichloroquinazoline (50 mg, 0.251 mmol) and N-methyl-4-methoxybenzylamine (45 mg, 0.302 mmol) by a procedure similar to example 1b and was isolated as white powder (30 mg, 60%). 1H NMR (CDCl3): 7.93 (dd, J=8.4 and 1.2 Hz, 1H), 7.78 (dd, J=8.4 and 1.5 Hz, 1H), 7.68 (ddd, J=8.4, 7.5 and 1.5 Hz, 1H), 7.34-7.26 (m, 3H), 6.96-6.92 (m, 2H), 4.94 (s, 2H), 3.83 (s, 3H), 3.31 (s, 3H).

Sources & evidence

ORD record
ord-4d7191d6819e40f294dd5abb471cccd6
Source dataset
uspto-grants-2009_11
Patent number
US07618975B2

Reaction notes

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