Hydrochloric Acid → 1-Benzyl-5-piperazin-1-yl-1,4-dihydro-benzo[d]1,3oxazin-2-one

HRID 901875Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]3[CH2:22][O:21][C:20](=[O:24])[N:19]([CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[C:18]=3[CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(O)C>[CH2:25]([N:19]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[C:23]=2[CH2:22][O:21][C:20]1=[O:24])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

Conditions

Temperature: 100 °C

Procedure

4-(1-Benzyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]oxazin-5-yl)-piperazine-1-carboxylic acid tert-butyl ester (33 mg, 0.08 mmol) was dissolved in 4 ml ethanol. To this solution was added 2 M ethanolic hydrochloric acid solution (1 ml). The reaction mixture was heated at 100° C. for 20 minutes, at which time a crystalline solid formed. The solution was allowed to cool to room temperature and 13 mg of 1-Benzyl-5-piperazin-1-yl-1,4-dihydro-benzo[d][1,3]oxazin-2-one hydrochloride salt was collected a light yellow powder. MS: 324 (M+H)+.

Workup

customformed
temperatureto cool to room temperature
custom13 mg of 1-Benzyl-5-piperazin-1-yl-1,4-dihydro-benzo[d][1,3]oxazin-2-one hydrochloride salt was collected a light yellow powder

Sources & evidence

ORD record: ord-09c426d0fb4f40f599655aed8c7752e8
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365063B2

Reaction notes

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