1,1-Dioxido-2-(4-bromobutyl)-1,2-benzisothiazol-3(2H)-one → 1,1-Dioxido-2-(4-(4-(5-tert-butyl-2-oxo-3-benzoxazolinyl)-piperidin-1-yl)-butyl)-1,2-benzisothiazol-3(2H)-one

HRID 962726Notes

Reaction equation

HRID 962726 reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[C:9]=2[CH:20]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:22][CH2:23][CH2:24][CH2:25][N:26]1[C:30](=[O:31])[C:29]2[CH:32]=[CH:33][CH:34]=[CH:35][C:28]=2[S:27]1(=[O:37])=[O:36]>>[O:36]=[S:27]1(=[O:37])[C:28]2[CH:35]=[CH:34][CH:33]=[CH:32][C:29]=2[C:30](=[O:31])[N:26]1[CH2:25][CH2:24][CH2:23][CH2:22][N:17]1[CH2:18][CH2:19][CH:14]([N:10]2[C:9]3[CH:20]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:6]=[CH:7][C:8]=3[O:12][C:11]2=[O:13])[CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 107817741,1-Dioxido-2-(4-bromobutyl)-1,2-benzisothiazol-3(2H)-oneHCID 190858974-(5-Tert-butyl-2-oxo-3-benzoxazolinyl)-piperidine

Product 1

HCID 190858521,1-Dioxido-2-(4-(4-(5-tert-butyl-2-oxo-3-benzoxazolinyl)-piperidin-1-yl)-butyl)-1,2-benzisothiazol-3(2H)-one

Procedure

From the hydrochloride salt of 4-(5-tert-butyl-2-oxo-3-benzoxazolinyl)-piperidine and 2-(4-bromobutyl)-1,1-dioxido-1,2-benzothiazol-3(2H)-one using the procedure described for Example 15, Step 5 there was obtained a white solid: 1H NMR (300 MHz, CDCl3) 8.07 (dd, J=6.6, 2.25 Hz, 1H), 7.88 (m, 3H), 7.19 (s, 1H), 7.11 (s, 2H), 4.17 (tt, J=12.21, 3.66 Hz, 1H), 3.85 (t, J=7.14 Hz, 2H), 3.09 (d, J=10.85 Hz, 2H), 2.46 (t, J=7.38 Hz, 2H), 2.36 (dt, J=12.15, 3.5 Hz, 2H), 2.13 (dt, J=10.89, 1.27 Hz, 2H), 1.91 (m, 4H), 1.66 (m, 2H), 1.342 (s, 9H).

Workup

  1. customwas obtained a white solid

Sources & evidence

ORD record
ord-910cd04930eb4596a18aee683ecb46eb
Source dataset
uspto-grants-1998_06
Patent number
US05760054

Reaction notes

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