HCID 822459, compound → HCID 136342130, compound

HRID 748545Notes

Reaction equation

HRID 748545 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6]2)#[N:2].[Cl:13][C:14]1[N:19]=[CH:18][C:17]([S:20]([N:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH3:30])[CH2:25][CH2:24]2)(=[O:22])=[O:21])=[CH:16][CH:15]=1>>[ClH:13].[CH2:29]([N:26]1[CH2:27][CH2:28][N:23]([S:20]([C:17]2[CH:16]=[CH:15][C:14]([C:6]3[C:5]4[C:9](=[CH:10][CH:11]=[C:3]([C:1]#[N:2])[CH:4]=4)[NH:8][C:7]=3[OH:12])=[N:19][CH:18]=2)(=[O:22])=[O:21])[CH2:24][CH2:25]1)[CH3:30]

Participants

3

Reactant 2

HCID 822459HCID 822459, compoundHCID 27733462-Oxo-2,3-dihydro-1H-indole-5-carbonitrile

Product 1

HCID 136342130HCID 136342130, compoundYield 4%

Procedure

The title compound was prepared as described for Example 82 using 5-cyanooxindole and 1-[(6-chloropyridin-3-yl)sulfonyl]-4-ethylpiperazine. Yield: 4% of the title compound as a yellow solid: 1H NMR (DMSO-d6, 400 MHz) δ 11.15 (br s, 1 H), 10.75 (br s, 1 H), 8.56 (br s, 1 H), 8.04 (s, 1 H), 7.93-7.82 (m, 1 H), 7.73 (dd, J=9, 2 Hz, 1 H), 7.41 (dd, J=8, 1 Hz, 1 H), 7.05 (d, J=8 Hz, 1 H), 3.83-3.69 (m, 2 H), 3.69-3.42 (m, 2 H), 3.18-2.92 (m, 6 H), 1.20 (t, J=7.2 Hz, 3 H); MS (ES) m/z 412 (M++1).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-31b6b89c3b004addbdf719d48db5ecdb
Source dataset
uspto-grants-2008_07
Patent number
US07399780B2

Reaction notes

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