2,4-Dichloroquinazoline → (2-Chloro-quinazolin-4-yl)-(4-trifluoromethoxy-phenyl)-methyl-amine

HRID 1436221Notes

Reaction equation

HRID 1436221 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.[F:13][C:14]([F:25])([F:24])[O:15][C:16]1[CH:23]=[CH:22][C:19]([NH:20][CH3:21])=[CH:18][CH:17]=1>>[Cl:1][C:2]1[N:11]=[C:10]([N:20]([C:19]2[CH:22]=[CH:23][C:16]([O:15][C:14]([F:13])([F:24])[F:25])=[CH:17][CH:18]=2)[CH3:21])[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 737351n-Methyl-4-(trifluoromethoxy)aniline

Product 1

HCID 11164045(2-Chloro-quinazolin-4-yl)-(4-trifluoromethoxy-phenyl)-methyl-amine

Procedure

The title compound was prepared from 2,4-dichloroquinazoline (50 mg, 0.251 mmol) and 4-trifluoromethoxy-N-methylaniline (20 μL, 0.302 mmol) by a procedure similar to example 1b and was isolated as white powder (22 mg, 44%). 1H NMR (CDCl3): 7.93 (dd, J=8.4, and 0.6 Hz, 1H), 7.61 (ddd, J=8.4, 4.5 and 1.2 Hz, 1H), 7.29-7.22 (m, 4H), 7.06 (ddd, J=8.4, 4.5 and 1.2 Hz, 1H), 6.91 (d, J=8.7 Hz, 1H), 3.65 (s, 3H).

Sources & evidence

ORD record
ord-cd21a878d5944cd388683a31dc5e544a
Source dataset
uspto-grants-2009_11
Patent number
US07618975B2

Reaction notes

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