HCID 11304555, compound → HCID 11381753, compound

HRID 1954236Notes

Reaction equation

HRID 1954236 reaction equation
C([N:8]([CH2:20][CH2:21][CH2:22][C:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[NH:25][CH:24]=1)[CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19])C1C=CC=CC=1>[Pd].C(O)C>[NH:25]1[C:26]2[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:23]([CH2:22][CH2:21][CH2:20][NH:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH3:19])=[CH:24]1

Participants

4

Reactant 1

HCID 11304555HCID 11304555, compound

Product 1

HCID 11381753HCID 11381753, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of benzyl-[3-(1H-indol-3-yl)-propyl]-[2-(2-methoxy-phenoxy)-ethyl]amine (2 g, 4.7 mmol) and 5% palladium on carbon in ethanol was hydrogenated for 20 hours. The catalyst was filtered off and the solvent removed under vacuum. Chromato-graphy (ethyl acetate-hexanes-methanol-ammonia hydroxide: 4/4/1/1) affored 0.79 g (52%) of product as a white solid: mp 101-102° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-aac4d43862b14065b1fc131034107a60
Source dataset
uspto-grants-2000_09
Patent number
US06121307

Reaction notes

Loading…