1-(4-Piperidinyl)-1,2-dihydro-4H-3,1-benzoxazin-2-one hydrochloride → HCID 22644581, compound
Reaction equation
[N+:1]([C:4]1[C:5](C(C)(C)C)=[C:6]([CH:10]=[CH:11][C:12]=1Cl)[C:7]([O-:9])=[O:8])([O-:3])=[O:2].Cl.[NH:19]1[CH2:24][CH2:23][CH:22]([N:25]2[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=3[CH2:28][O:27][C:26]2=[O:35])[CH2:21][CH2:20]1>>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N:19]1[CH2:20][CH2:21][CH:22]([N:25]2[C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=3[CH2:28][O:27][C:26]2=[O:35])[CH2:23][CH2:24]1)[C:7]([O:9][C:6]([CH3:10])([CH3:7])[CH3:5])=[O:8])([O-:3])=[O:2]Participants
3
Procedure
The product was prepared from 3-nitro-4-chloro-t-butylbenzoate (0.96 g) and 1-piperidin-4-yl-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride (1.0 g) using the method of example 115 step (ii). Purification was by chromatography eluting with 50% ethyl acetate/isohexane. Yield 2.1 g as an oil.
Workup
- customPurification
- washeluting with 50% ethyl acetate/isohexane
Sources & evidence
- ORD record
- ord-afaba9adbe68450d8b5a847c283a06ce
- Source dataset
- uspto-grants-2004_11
- Patent number
- US06812226B2
Reaction notes
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