HCID 13365983, compound → HCID 19085850, compound

HRID 962723Notes

Reaction equation

HRID 962723 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][C:8]2=[O:17])[CH2:3][CH2:2]1.Br[CH2:19][CH2:20][CH2:21][CH2:22][N:23]1[C:27](=[O:28])[C:26]2[CH:29]=[C:30]([N+:33]([O-:35])=[O:34])[CH:31]=[CH:32][C:25]=2[S:24]1(=[O:37])=[O:36]>>[O:37]=[S:24]1(=[O:36])[C:25]2[CH:32]=[CH:31][C:30]([N+:33]([O-:35])=[O:34])=[CH:29][C:26]=2[C:27](=[O:28])[N:23]1[CH2:22][CH2:21][CH2:20][CH2:19][N:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][C:8]2=[O:17])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 13365983HCID 13365983, compoundHCID 19085848HCID 19085848, compound

Product 1

HCID 19085850HCID 19085850, compound

Procedure

From the hydrochloride salt of 1-(4-piperidyl)-2(1H)-quinolinone prepared according to H. Ogawa et. al. J. Med. Chem. 1993, 36, 2011-2017, and 2-(4-bromobutyl)-5-nitro-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) 8.88 (d, J=1.9 Hz, 1H), 8.73 (dd, J=8.36, 1.71 Hz, 1H), 8.15 (d, J=8.36 Hz, 1H), 7.79 (br m, 1H), 7.62 (d, J=3.47 Hz, 1H), 7.51 (m, 2H), 7.20 (m, 2H), 6.66 (d, J=9.33 Hz, 1H), 3.91 (t, J=7.33 Hz, 2H), 2.85 (br m, 2H), 2.48 (t, J=8.27 Hz, 2H), 2.21 (t, J=10.65 Hz, 2H).

Workup

  1. customwas obtained a white solid

Sources & evidence

ORD record
ord-f6eb3b3baf1049d0b7045af9ff505c33
Source dataset
uspto-grants-1998_06
Patent number
US05760054

Reaction notes

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