2-Oxindole-6-carbonitrile → HCID 135481030, compound

HRID 2245568Notes

Reaction equation

HRID 2245568 reaction equation
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][C:6]([C:11]#[N:12])=[CH:7][CH:8]=2)[NH:3]1.[Cl:13][C:14]1[N:19]=[CH:18][C:17]([S:20]([N:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][N:31]([CH3:33])[CH3:32])[CH2:25][CH2:24]2)(=[O:22])=[O:21])=[CH:16][CH:15]=1>>[ClH:13].[CH3:32][N:31]([CH3:33])[CH2:30][CH2:29][N:26]1[CH2:27][CH2:28][N:23]([S:20]([C:17]2[CH:16]=[CH:15][C:14]([C:10]3[C:9]4[C:4](=[CH:5][C:6]([C:11]#[N:12])=[CH:7][CH:8]=4)[NH:3][C:2]=3[OH:1])=[N:19][CH:18]=2)(=[O:21])=[O:22])[CH2:24][CH2:25]1

Participants

3

Reactant 2

HCID 27733482-Oxindole-6-carbonitrileHCID 60675749HCID 60675749, compound

Product 1

HCID 135481030HCID 135481030, compoundYield 8%

Procedure

Starting materials: 2-oxoindoline-6-carbonitrile (added at 5-10° C.) and (2-{4-[(6-chloropyridin-3-yl)sulfonyl]piperazin-1-yl}ethyl)-N,N-dimethylamine. Yield: 8%: 1H NMR (D2O, 400 MHz) δ 8.19 (s, 1H), 7.74 (d, J=9 Hz, 1H), 7.28 (d, J=9 Hz, 1H), 7.20 (s, 1H), 7.03 (s, 1H), 3.43 (t, J=7 Hz, 2H), 3.34 (m, 4H), 3.20 (t, J=7 Hz, 2H), 3.09 (m, 4H), 2.90 (s, 6H); MS (ES) m/z 455 (M++1).

Sources & evidence

ORD record
ord-415081f8cf674afe91a4ecc001b398a7
Source dataset
uspto-grants-2010_03
Patent number
US07683067B2

Reaction notes

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