3-(4-Piperidinyl)-1,3-benzoxazol-2(3H)-one → HCID 19085834, compound
Reaction equation
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[O:3]1.O[CH2:18][CH2:19][CH2:20][CH2:21][N:22]1[C:26](=[O:27])[C:25]2[CH:28]=[C:29]([CH:32]([CH3:34])[CH3:33])[CH:30]=[CH:31][C:24]=2[S:23]1(=[O:36])=[O:35]>CC(OCC)=O>[O:35]=[S:23]1(=[O:36])[C:24]2[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][C:25]=2[C:26](=[O:27])[N:22]1[CH2:21][CH2:20][CH2:19][CH2:18][N:10]1[CH2:9][CH2:8][CH:7]([N:6]2[C:5]3[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=3[O:3][C:2]2=[O:1])[CH2:12][CH2:11]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
From 4-(2-oxo-3-benzoxazolinyl)-piperidine and 2-(4-hydroxybutyl)-1,1-dioxido-5-(2-propyl)-1,2-benzothiazol-3(2H)-one using the procedure described for Example 66, Steps 4-6 there was obtained a white solid: 1H NMR (400 MHz, CDCl3) 7.9 (s, 1H), 7.8 (d, 1H), 7.7 (d, 1H), 7.3 (m, 1H), 7.2-7.0 (br m, 3H), 4.2 (m, 1H), 3.8 (m, 2H), 3.1 (m, 3H), 2.7-2.5 (br m, 2H), 2.1 (m, 2H), 2.0-1.8 (br m, 4H), 1.7-1.6 (m, 4H), 1.35 (d, 6H) Analysis calculated for C25H30 N3O6S·HCl·1.6 CH3CO2CH2CH3 C: 57.64, H: 6.69, N: 6.23 found C: 57.06, H: 6.12, N: 6.56.
Workup
- customwas obtained a white solid
Sources & evidence
- ORD record
- ord-bc2fefa06bf64058a0fec13fa6b7878d
- Source dataset
- uspto-grants-1998_06
- Patent number
- US05760054
Reaction notes
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