Diisopropylethylamine → HCID 53801608, compound

HRID 326778Notes

Reaction equation

HRID 326778 reaction equation
C[Si](C)(C)CC[O:5][C:6]([CH:8]=[CH:9][C:10](Cl)=[O:11])=[O:7].[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[N:21]([C:25]([NH2:27])=[O:26])[C:20](=[O:28])[C:19]2=[C:29]([OH:35])[C:30]1[S:31][CH:32]=[CH:33][CH:34]=1.C(N(C(C)C)CC)(C)C>>[Cl:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[N:21]([C:25]([NH2:27])=[O:26])[C:20](=[O:28])[C:19]2=[C:29]([O:35][C:10](=[O:11])[CH:9]=[CH:8][C:6]([OH:7])=[O:5])[C:30]1[S:31][CH:32]=[CH:33][CH:34]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 53741926HCID 53741926, compoundHCID 178514063HCID 178514063, compound

Product 1

HCID 53801608HCID 53801608, compound

Procedure

The title compound was prepared by the procedure of Example 1 with the exception the 3-(2-trimethylsilylethyloxycarbonyl)propenoyl chloride (1.3 equiv.), 5-chloro-2,3-dihydro-3-[hydroxy-(2-thienyl)methylene]-2-oxo-1H-indole-1-carboxamide and diisopropylethylamine were used. The crude product was purified by flash chromatography (using 98:2 CH2Cl2 /EtOAc as eluant) followed by recrystallization from acetonitrile.

Workup

  1. customThe crude product was purified by flash chromatography (using 98:2 CH2Cl2 /EtOAc as eluant)
  2. customfollowed by recrystallization from acetonitrile

Sources & evidence

ORD record
ord-470773c26c6f49d8b612bfb4372dfab0
Source dataset
uspto-grants-1993_12
Patent number
US05270331

Reaction notes

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