Diethyl Ether → 1-Benzyl-6-fluoro-5-piperazin-1-yl-3,4-dihydro-1H-quinazolin-2-one

HRID 901880Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]([F:24])=[CH:22][CH:21]=[C:20]3[C:15]=2[CH2:16][NH:17][C:18](=[O:32])[N:19]3[CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(OCC)C>Cl.C(O)C>[CH2:25]([N:19]1[C:20]2[C:15](=[C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[C:23]([F:24])=[CH:22][CH:21]=2)[CH2:16][NH:17][C:18]1=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

Conditions

Temperature: 80 °C

Procedure

4-(1-Benzyl-6-fluoro-2-oxo-1,2,3,4-tetrahydro-quinazolin-5-yl)-piperazine-1-carboxylic acid tert-butyl ester (141 mg) was dissolved in 4 mL 2 N HCl/ethanol and heated to 80° C. for 20 minutes, then cooled to room temperature. Diethyl ether was added, precipitating 115 mg: of 1-benzyl-6-fluoro-5-piperazin-1-yl-3,4dihydro-1H-quinazolin-2-one hydrochloride. MP: 285.6-290.0° C. MS: 341 (M+H)+.

Workup

temperaturecooled to room temperature
customprecipitating 115 mg

Sources & evidence

ORD record: ord-39f0ddb9b66e4e569cb4047ebe74ed18
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365063B2

Reaction notes

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