2-(3-Chlorophenyl)oxirane → 2-[3-(7-Ethoxyindol-3-yl)-2-propylamino]-1-(3-chlorophenyl)ethanol

HRID 399019Notes

Reaction equation

HRID 399019 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:10][O:9]2)[CH:5]=[CH:6][CH:7]=1.[NH2:11][CH:12]([CH3:26])[CH2:13][C:14]1[C:22]2[C:17](=[C:18]([O:23][CH2:24][CH3:25])[CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1>>[CH2:24]([O:23][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:17]=1[NH:16][CH:15]=[C:14]2[CH2:13][CH:12]([NH:11][CH2:10][CH:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)[OH:9])[CH3:26])[CH3:25]

Participants

3

Reactant 2

HCID 1556132-(3-Chlorophenyl)oxiraneHCID 18969566HCID 18969566, compound

Product 1

HCID 189695612-[3-(7-Ethoxyindol-3-yl)-2-propylamino]-1-(3-chlorophenyl)ethanolYield 52.3%

Procedure

(3-Chlorophenyl)oxirane (0.92 g) and 3-(2-aminopropyl)-7-ethoxyindole (2.18 g) are treated in the same manner as in Example 1, Process (a) to give the desired compound (1.16 g) as an oily product.

Sources & evidence

ORD record
ord-6fc23f14521e442b82d504caa71409b5
Source dataset
uspto-grants-1998_10
Patent number
US05817689

Reaction notes

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