Triethylamine hydrochloride → 4-Chloro-8-methoxy-2-(2-trifluoromethylphenyl)-quinazoline

HRID 38180

Reaction equation

HRID 38180 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]([F:22])([F:21])[F:20])[NH:9][C:8]2=O.Cl.C(N(CC)CC)C.O=P(Cl)(Cl)[Cl:34]>>[Cl:34][C:8]1[C:7]2[C:12](=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][CH:6]=2)[N:11]=[C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])[N:9]=1

Participants

4

Reactant 3

HCID 11130Triethylamine hydrochlorideHCID 24813Phosphorus oxychlorideHCID 1358508318-methoxy-2-(2-trifluoromethyl-phenyl)-3H-quinazolin-4-one

Product 1

HCID 219392374-Chloro-8-methoxy-2-(2-trifluoromethylphenyl)-quinazolineYield 89%

Procedure

Prepared from 8-methoxy-2-(2-trifluoromethyl-phenyl)-3H-quinazolin-4-one (1.0 g, 3.12 mmol), triethylamine hydrochloride (472 mg, 3.43 mmol), and POCl3. Purification by flash chromatography afforded a white solid (89% yield). HPLC-Method A, Rt 4.10 min, (98%), MS (m/z) 258.08 (M+H).

Workup

  1. customPurification by flash chromatography

Sources & evidence

ORD record
ord-5c39562b757e41e2b43bc8e67bd374ae
Source dataset
uspto-grants-2013_09
Patent number
US08524720B2

Linked notes

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