HCID 19085815, compound → HCID 19085853, compound

HRID 962724Notes

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[C:29]([O:33][CH3:34])=[CH:30][CH:31]=[CH:32][C:25]=2[S:24]1(=[O:36])=[O:35]>>[O:35]=[S:24]1(=[O:36])[C:25]2[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[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

Reactant 2

HCID 19085815HCID 19085815, compound

HCID 19085848HCID 19085848, compound

Product 1

HCID 19085853HCID 19085853, 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)-4-methoxy-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) 7.80 (t, J=8.1 Hz, 2H), 7.60 (d, J=9.33 Hz, 2H), 7.51 (m, 2H), 7.25 (m, 3H), 6.66 (d, J=9.27 Hz, 1H), 4.06 (s, 2H), 3.80 (t, J=6.9 Hz, 2H), 3.09 (dd, J=9.8, 1.8 Hz, 2H), 2.84 (m, 2H), 2.46 (t, J=7.2 Hz, 2H), 2.19 (t, J=11.6 Hz, 2H), 1.89 (br m, 2H), 1.69 (br m, 3H), 1.58 (s, 3H).

Workup

customwas obtained a white solid

Sources & evidence

ORD record: ord-f274d6e662cf4cb69c0aa60b5ae2912f
Source dataset: uspto-grants-1998_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05760054

Reaction notes

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