HCID 23498814, compound → HCID 60104769, compound

HRID 1836146Notes

Reaction equation

HRID 1836146 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][CH2:11][C:12]2[C:20]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[NH:14][C:13]=2[CH:21]=O)[CH2:5][CH2:4]1)=[O:2].[CH2:23]([S:25]([C:28]1[CH:29]=[C:30]2[C:34](=[CH:35][CH:36]=1)[NH:33][C:32](=[O:37])[CH2:31]2)(=[O:27])=[O:26])[CH3:24]>>[CH2:23]([S:25]([C:28]1[CH:29]=[C:30]2[C:34](=[CH:35][CH:36]=1)[NH:33][C:32](=[O:37])/[C:31]/2=[CH:21]\[C:13]1[NH:14][C:15]2[CH2:16][CH2:17][CH2:18][CH2:19][C:20]=2[C:12]=1[CH2:11][CH2:10][CH2:9][N:6]1[CH2:5][CH2:4][N:3]([CH:1]=[O:2])[CH2:8][CH2:7]1)(=[O:26])=[O:27])[CH3:24]

Participants

3

Reactant 2

HCID 23498814HCID 23498814, compoundHCID 23498854HCID 23498854, compound

Product 1

HCID 60104769HCID 60104769, compoundYield 65.3%

Procedure

3-[3-(4-Formyl-piperazin-1-yl)-propyl]-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde (91 mg, 0.3 mmol), prepared as described in Example 8, Steps 1-4 above, was condensed with 5-ethylsulfonyloxindole (67 mg, 0.3 mmol, 50%pure) following the procedure used in Example 1 above. The reaction mixture was purified by flash chromatography using (dichloromethane: methanol 30/1, 20/1, 15/1) to give (100 mg, 64% yield) of the desired product.

Workup

  1. customThe reaction mixture was purified by flash chromatography

Sources & evidence

ORD record
ord-39f2a10b5bb54981987535344c9c41e5
Source dataset
uspto-grants-2004_08
Patent number
US06777417B2

Reaction notes

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