2-Methoxyphenethylamine → HCID 11404727, compound

HRID 751681Notes

Reaction equation

HRID 751681 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:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22][CH2:23][NH2:24]>>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22][CH2:23][NH:24][C:11]([C:9]1[NH:8][C:5]2=[CH:6][N:7]=[C:2]([Cl:1])[CH:3]=[C:4]2[CH:10]=1)=[O:13]

Participants

3

Reactant 2

HCID 748962-MethoxyphenethylamineHCID 446307045-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

Product 1

HCID 11404727HCID 11404727, 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-(2-methoxyphenyl)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): 2.94 (2H, t), 3.59 (2H, t), 3.78 (3H, s), 6.84 (1H, t), 6.89 (1H, d), 6.97 (1H, s), 7.12–7.18 (2H, m), 7.60 (1H, s), 8.55 (1H, s); m/z (ES+)=330 [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-0b249313ed75497fa88287fd4b8707c3
Source dataset
uspto-grants-2008_07
Patent number
US07405210B2

Reaction notes

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