HCID 23498825, compound → HCID 44299236, compound

HRID 1836151Notes

Reaction equation

HRID 1836151 reaction equation
[CH:1]([C:3]1[NH:4][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[C:11]=1[CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]([OH:24])=[O:23])[CH2:17][CH2:16]1)=O.[CH2:25]([S:27]([C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[NH:35][C:34](=[O:39])[CH2:33]2)(=[O:29])=[O:28])[CH3:26]>>[CH2:25]([S:27]([C:30]1[CH:31]=[C:32]2[C:36](=[CH:37][CH:38]=1)[NH:35][C:34](=[O:39])/[C:33]/2=[CH:1]\[C:3]1[NH:4][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[C:11]=1[CH2:12][CH2:13][CH2:14][N:15]1[CH2:16][CH2:17][N:18]([CH2:21][C:22]([OH:24])=[O:23])[CH2:19][CH2:20]1)(=[O:28])=[O:29])[CH3:26]

Participants

3

Reactant 2

HCID 23498825HCID 23498825, compoundHCID 23498854HCID 23498854, compound

Product 1

HCID 44299236HCID 44299236, compoundYield 30.8%

Procedure

{(4-[3-(2-Formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propyl]-piperazin-1-yl}-acetic acid (50 mg, 0.15 mmol), prepared as described in Example 18, was condensed with 5-ethylsulfonyloxindole (66 mg, 60% pure) following the same procedure used in example 1. The formed solid was purified by flash chromatography, eluting with (dichloromethane: methanol 8:1, 5:1:0.01 acetic acid) to give 25 mg of the desired product.

Workup

  1. customThe formed solid was purified by flash chromatography
  2. washeluting with (dichloromethane: methanol 8:1, 5:1:0.01 acetic acid)

Sources & evidence

ORD record
ord-043fbd9c823941ad92c18adc0e1b0bfb
Source dataset
uspto-grants-2004_08
Patent number
US06777417B2

Reaction notes

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