Triethylamine → HCID 178488320, compound

HRID 1250397Notes

Reaction equation

HRID 1250397 reaction equation
FC(F)(F)C(O)=[O:4].FC(F)(F)C([O-])=O.[C:15]([C:18]1[CH:19]=[C:20]([CH:45]=[CH:46][CH:47]=1)[CH2:21][N:22]1[C:30]2[C:25](=[C:26]([O:31][CH3:32])[CH:27]=[CH:28][CH:29]=2)[CH:24]=[C:23]1[C:33]([NH:35][CH2:36][CH2:37][C:38]1[CH:43]=[CH:42][N+:41](C)=[CH:40][CH:39]=1)=[O:34])(=[NH:17])[NH2:16].Cl.NO.C(N(CC)CC)C>C(O)C>[N:41]1[CH:42]=[CH:43][C:38]([CH2:37][CH2:36][NH:35][C:33]([C:23]2[N:22]([CH2:21][C:20]3[CH:45]=[CH:46][CH:47]=[C:18]([C:15](=[NH:17])[NH:16][OH:4])[CH:19]=3)[C:30]3[C:25]([CH:24]=2)=[C:26]([O:31][CH3:32])[CH:27]=[CH:28][CH:29]=3)=[O:34])=[CH:39][CH:40]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 86757722HCID 86757722, compound

Product 1

HCID 178488320HCID 178488320, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The starting material 1-(3-cyano-benzyl)-4-methoxy-1H-indole-2-carboxylic acid 2-(4-pyridyl)-ethyl amide (example 41) was dissolved in ethanol, 2.4 equivalents of hydroxylamine hydrochloride and 2.4 equivalents of triethylamine were added and the mixture was refluxed for 6.5 h. The precipitate was filtered off to give 54% of the desired product. M.p. 220-222° C. MS: 444.3 (M+H+).

Workup

  1. temperaturethe mixture was refluxed for 6.5 h
  2. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-7ad6067ee2cf4833b9916ea6798fee24
Source dataset
uspto-grants-2002_01
Patent number
US06337344B1

Reaction notes

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