6-Bromo-4-chloro-2-methylquinazoline → HCID 59242064, compound

HRID 1876222Notes

Reaction equation

HRID 1876222 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[N:6]=[C:5]2Cl.[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]>CC(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[N:6]=[C:5]2[N:23]([C:20]1[CH:21]=[CH:22][C:17]([O:16][CH2:14][CH3:15])=[C:18]([F:25])[CH:19]=1)[CH3:24]

Participants

4

Reactant 2

HCID 107536496-Bromo-4-chloro-2-methylquinazolineHCID 68516738HCID 68516738, compound

Product 1

HCID 59242064HCID 59242064, compoundYield 31.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 0.21 g (0.82 mmol) of 6-bromo-4-chloro-2-methyl-quinazoline and 0.16 g (0.89 mmol) of (4-ethoxy-3-fluoro-phenyl)-methyl-amine in i-PrOH (20 mL) was stirred at ambient temperature for 18 hours. The precipitate was collected and washed with Et2O to give 0.1 g of the title compound as the HCl salt. 1H NMR (DMSO-d6) δ 8.32-6.8 (6H), 4.23 (q, 2H), 3.72 (s, 3H), 2.73 (s, 3H), 1.39 (t, 3H); LC-MS (ESI+; 391 ([M+H]+)).

Workup

  1. customThe precipitate was collected
  2. washwashed with Et2O

Sources & evidence

ORD record
ord-4a908d8b925f4d9aa5ef2e6074d5582d
Source dataset
uspto-grants-2012_11
Patent number
US08309562B2

Reaction notes

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