Cyclohexylamine → HCID 20098397, compound

HRID 1165222Notes

Reaction equation

HRID 1165222 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].[CH:24]1([NH2:30])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>C(O)C>[CH:24]1([NH:30][CH2:3][CH:2]([OH:1])[CH2:4][O:5][C:6]2[CH:23]=[CH:22][CH:21]=[CH:20][C:7]=2[C:8]([NH:10][C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[CH:13]=[CH:14][NH:15]3)=[O:9])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 15611138HCID 15611138, compound

Product 1

HCID 20098397HCID 20098397, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.5 g of 2-[(2-oxiranyl)methoxy]-N-(1H-indol-4-yl)-benzamide in 20 ml of ethanol was refluxed for 2 hours with 1.86 ml of cyclohexylamine and the solvent was eliminated under reduced pressure. The residue was chromatographed over silica (eluent: chloroform-methanol 9-1) to obtain 1.97 g of 2-[3-(cyclohexylamino)-2-hydroxypropoxy]-N-(1H-indol-4-yl)-benzamide

Workup

  1. customThe residue was chromatographed over silica (eluent: chloroform-methanol 9-1)

Sources & evidence

ORD record
ord-8b50a92b1a824e489d8205b887e26532
Source dataset
uspto-grants-1990_03
Patent number
US04908367

Reaction notes

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