3-(4-Piperidinyl)-1,3-benzoxazol-2(3H)-one → HCID 19085810, compound

HRID 962747Notes

Reaction equation

HRID 962747 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]([O:32][CH2:33][CH3:34])[CH:30]=[CH:31][C:24]=2[S:23]1(=[O:36])=[O:35]>O>[O:35]=[S:23]1(=[O:36])[C:24]2[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH3:34])=[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]1

Participants

4

Reactant 2

HCID 113219283-(4-Piperidinyl)-1,3-benzoxazol-2(3H)-oneHCID 190858312-(4-hydroxybutyl)-1,1-dioxido-5-ethoxy-1,2-benzothiazol-3(2H)-one

Product 1

HCID 19085810HCID 19085810, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

From 4-(2-oxo-3-benzoxazolinyl)-piperidine and 2-(4-hydroxybutyl)-1,1-dioxido-5-ethoxy-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) 7.79 (d, J=8.57 Hz, 1H), 7.44 (s, 1H), 7.29-7.26 (m, 2H), 7.21 (d, J=6.89 Hz, 1H), 7.16-7.06 (m, 2H), 4.24-4.11 (m, 1H), 3.81 (t, J=7.3 Hz, 2H), 3.06 (br d, J=11.76 Hz, 2H), 2.45 (t, J=7.39 Hz, 2H), 2.36 (m, 2H), 2.11 (bt, J=11.08 Hz, 2H), 1.93-1.80 (br m, 6H), 1.65 (br m, 2H), 1.48 (t, J=6.97, 3H) Analysis calculated for C25H30N3O6S·HCl·1.2 H2O C: 53.75, H: 6.03, N: 7.52 found C: 53.72, H: 5.65 N: 7.52.

Workup

  1. customwas obtained a white solid

Sources & evidence

ORD record
ord-a63b196337cf49d180e6bb35e2e56a91
Source dataset
uspto-grants-1998_06
Patent number
US05760054

Reaction notes

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