2-(4-Methoxyphenoxy)ethylamine → HCID 11739472, compound

HRID 751679Notes

Reaction equation

HRID 751679 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[CH:10]=[C:9]([C:11]([OH:13])=O)[NH:8][C:5]2=[CH:6][N:7]=1.[CH3:14][O:15][C:16]1[CH:25]=[CH:24][C:19]([O:20][CH2:21][CH2:22][NH2:23])=[CH:18][CH:17]=1>>[CH3:14][O:15][C:16]1[CH:25]=[CH:24][C:19]([O:20][CH2:21][CH2:22][NH:23][C:11]([C:9]2[NH:8][C:5]3=[CH:6][N:7]=[C:2]([Cl:1])[CH:3]=[C:4]3[CH:10]=2)=[O:13])=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 17977932-(4-Methoxyphenoxy)ethylamineHCID 446307045-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

Product 1

HCID 11739472HCID 11739472, compound

Procedure

The title compound was prepared as outlined in EXAMPLE 1 from 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid (Preparation 18) and 2-(4-methoxyphenoxy)ethylamine. The product was purified by chromatography on silica gel eluting with methanol/dichloromethane (3:97) to give the title compound as a yellow solid. δH (CD3OD): 3.71 (3H, s), 3.77 (2H, t), 4.12 (2H, t), 6.81–6.91 (4H, m), 7.09 (1H, s), 7.67 (1H, s), 8.58 (1H, s); m/z (ES+)=346 [M+H]+.

Workup

  1. customThe title compound was prepared
  2. customThe product was purified by chromatography on silica gel eluting with methanol/dichloromethane (3:97)

Sources & evidence

ORD record
ord-22ed5f9465d24945b59ab065dfe09daa
Source dataset
uspto-grants-2008_07
Patent number
US07405210B2

Reaction notes

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