2-Phenoxyethanamine → HCID 11197842, compound

HRID 1693422Notes

Reaction equation

HRID 1693422 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.[O:14]([CH2:21][CH2:22][NH2:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[O:14]([CH2:21][CH2:22][NH:23][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])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 156512-PhenoxyethanamineHCID 446307045-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

Product 1

HCID 11197842HCID 11197842, 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-phenoxyethylamine. The product was purified by chromatography on silica gel eluting with methanol/dichloromethane (1:19) to give the title compound as a yellow solid. δH (CD3OD): 3.79 (2H, t), 4.17 (2H, t), 6.88-6.97 (3H, m), 7.08 (1H, s), 7.16 (2H, t), 7.67 (1H, s), 8.58 (1H, s); m/z (ES+)=316 [M+H]+.

Workup

  1. customThe title compound was prepared
  2. customThe product was purified by chromatography on silica gel eluting with methanol/dichloromethane (1:19)

Sources & evidence

ORD record
ord-ee82cd0efa4a478ab648d26e64f4e605
Source dataset
uspto-grants-2012_04
Patent number
US08158622B2

Reaction notes

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