Trifluoroacetic acid → HCID 67190361, compound

HRID 545630Notes

Reaction equation

HRID 545630 reaction equation
COC1C=CC(C[N:8]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([Cl:18])[CH:15]=3)[N:10]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:9]2)=CC=1.C(O)(C(F)(F)F)=[O:29]>C(Cl)Cl>[CH2:19]([N:10]1[C:11]2[C:16](=[CH:15][C:14]([Cl:18])=[CH:13][CH:12]=2)[CH2:17][NH:8][C:9]1=[O:29])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86618216HCID 86618216, compound

Product 1

HCID 67190361HCID 67190361, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring mixture of 3-(4-methoxybenzyl)-1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H-one (0.2 g, 0.68 mmol) in DCM (5.0 mL) was added TFA (4.0 mL). The mixture was stirred at RT for 5 h. The reaction was monitored by MS, and upon completion, the reaction was concentrated. The crude residue was purified using flash column chromatography (100% DCM to 2% MeOH in DCM) to obtain the desired product 1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H)-one as a white solid. MS m/e 273 (M+H)+.

Workup

  1. concentrationupon completion, the reaction was concentrated
  2. customThe crude residue was purified

Sources & evidence

ORD record
ord-3f1194e2345243b69ba364770d7dfbfb
Source dataset
uspto-grants-2011_05
Patent number
US07935709B2

Reaction notes

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