4-Chloro-2-methylquinazoline → HCID 68518476, compound

HRID 1876227Notes

Reaction equation

HRID 1876227 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[N:3]=1.Cl.[CH2:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][CH3:24])=[CH:19][C:18]=1[F:25])[CH3:15]>>[ClH:1].[CH2:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]([CH3:24])[C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([CH3:12])[N:3]=2)=[CH:19][C:18]=1[F:25])[CH3:15]

Participants

3

Reactant 2

HCID 27854214-Chloro-2-methylquinazolineHCID 68516737HCID 68516737, compound

Product 1

HCID 68518476HCID 68518476, compound

Procedure

The title compound was prepared from 4-chloro-2-methyl-quinazoline (78 mg, 0.44 mmol) and (4-ethoxy-3-fluoro-phenyl)-methyl-amine hydrochloride (81 mg, 0.39 mmol) by a procedure similar to Example 251. 1H NMR (CDCl3) δ 8.57 (m, 1H), 7.74 (m, 1H), 7.19 (m, 1H), 7.10 (dd, J=2.6, 10.6 Hz, 1H), 7.05 (d, J=8.8 Hz, 1H), 6.98 (ddd, J=1.5, 2.8, 8.5 Hz, 1H), 6.81 (m, 1H), 4.19 (q, J=6.9 Hz, 2H), 3.77 (s, 3H), 2.98 (s, 3H), 1.53 (t, J=7.0 Hz, 3H); LC-MS (ESI+; 312 ([M+H]+)).

Sources & evidence

ORD record
ord-f8066f68403f4759ac0d255d2e350ae4
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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