1-(2-Aminoquinolin-6-ylmethyl)piperazin-2-one → HCID 67108942, compound

HRID 1432946Notes

Reaction equation

HRID 1432946 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:12][N:13]3[CH2:18][CH2:17][NH:16][CH2:15][C:14]3=[O:19])[CH:8]=2)[N:3]=1.[Cl:20][C:21]1[S:25][C:24]([C:26]2[S:27][C:28]([S:31](Cl)(=[O:33])=[O:32])=[CH:29][CH:30]=2)=[CH:23][CH:22]=1>>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:12][N:13]3[CH2:18][CH2:17][N:16]([S:31]([C:28]4[S:27][C:26]([C:24]5[S:25][C:21]([Cl:20])=[CH:22][CH:23]=5)=[CH:30][CH:29]=4)(=[O:32])=[O:33])[CH2:15][C:14]3=[O:19])[CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 179851791-(2-Aminoquinolin-6-ylmethyl)piperazin-2-oneHCID 220172805'-Chloro-2,2'-bithiophene-5-sulfonyl chloride

Product 1

HCID 67108942HCID 67108942, compound

Procedure

The title compound is prepared as described in Example 101 using 1-(2-aminoquinolin-6-ylmethyl)piperazin-2-one, EXAMPLE 67, and 5′-chloro-[2,2′]bithiophenyl-5-sulfonyl chloride, EXAMPLE 2. The crude product is triturated in CH2Cl2 and filtered to provide the title compound as a white solid. 1H NMR (d6-DMSO, 300 MHz) δ7.82 (d, 1H), 7.68 (d, 1H), 7.42 (m, 3H), 7.36 (d, 1H), 7.25 (d, 1H), 7.20 (d, 1H), 6.70 (d, 1H), 6.43 (bs, 2H), 4.53 (s, 2H), 3.78 (s, 2H), 3.31 (m, 4H). MS (ion spray) m/z 519, 521, (M+H), Cl pattern.

Workup

  1. customThe title compound is prepared
  2. customThe crude product is triturated in CH2Cl2
  3. filtrationfiltered

Sources & evidence

ORD record
ord-fc30cf20f9fd46eabde1851ccceb4328
Source dataset
uspto-grants-2009_11
Patent number
US07612075B2

Reaction notes

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