2-Butanamine, 2-methyl- → N-1H-Indol-4-ylbenzamide

HRID 1768987Notes

Reaction equation

HRID 1768987 reaction equation
O1CC1CO[C:6]1[CH:23]=[CH:22][CH:21]=[CH:20][C:7]=1[C:8]([NH:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[CH:13]=[CH:14][NH:15]2)=[O:9].C(N)(CC)(C)C>C(O)C>[NH:15]1[C:16]2[C:12](=[C:11]([NH:10][C:8](=[O:9])[C:7]3[CH:6]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:19]=[CH:18][CH:17]=2)[CH:13]=[CH:14]1

Participants

4

Reactant 2

HCID 689862-Butanamine, 2-methyl-HCID 15611138HCID 15611138, compound

Product 1

HCID 4614391N-1H-Indol-4-ylbenzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.5 g of the product of Step B dissolved in 35 ml of ethanol was refluxed with stirring and under an inert atmosphere for 5 hours with 3 ml of tert-pentyl-amine and the solvent was evaporated off. The residue was purified by chromatography over silica (eluant:methylene chloride/methanol 9:1) to obtain 3.5 g of 2-[3-[1,1-dimethylpropyl)amino]-2-hydroxypropoxy]-N-(1H-indol-4-yl)benzamide.

Workup

  1. temperaturewas refluxed
  2. customthe solvent was evaporated off
  3. customThe residue was purified by chromatography over silica (eluant:methylene chloride/methanol 9:1)

Sources & evidence

ORD record
ord-c8196ef5687a49138974b335dfc61e15
Source dataset
uspto-grants-1995_01
Patent number
US05380722

Reaction notes

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