HCID 15611138, compound → HCID 53859730, compound

HRID 1768979Notes

Reaction equation

HRID 1768979 reaction equation
[O:1]1[CH2:3][CH:2]1[CH2:4][O:5][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(O)C.C(N)CC>[OH:1][CH:2]([CH2:3][NH:10][CH2:8][CH2:7][CH3:6])[CH2:4][O:5][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]

Participants

4

Reactant 1

HCID 15611138HCID 15611138, compound

Product 1

HCID 53859730HCID 53859730, compoundYield 151.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 7852PropylamineSolvent

Procedure

3.1 g of 2-[(2-oxiranyl)methoxy]-N-(1H-indol-4-yl) benzamide prepared as in example 4 is heated for 2 hours to reflux in 60 cm3 of ethanol and 8.5 cm3 of n-propylamine. The solvent are eliminated under reduced pressure at 50° C., the residue is chromatography on silica (eluent:chloroform-methanol 7-3) to obtain 2.8 g of 2-[2-hydroxy-3-(propylamino)-propoxy]-N-(1H-indol-4-yl) benzamide.

Workup

  1. temperatureis heated for 2 hours
  2. customare eliminated under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-93b586a60f30485da44fb40a3423c167
Source dataset
uspto-grants-1995_01
Patent number
US05380722

Reaction notes

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