1-(1H-pyrrolo[3,2-b]pyridin-3-yl)ethanone → HCID 71009726, compound

HRID 1527239Notes

Reaction equation

HRID 1527239 reaction equation
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10](OC(F)(F)F)C=2)[N:6]([CH2:18][C:19]([OH:21])=[O:20])[CH:5]=1)(=[O:3])[CH3:2].[NH:22]1C2C(=NC=CC=2)C(C(=O)C)=C1>>[C:1]([C:4]1[C:12]2=[N:22][CH:10]=[CH:9][CH:8]=[C:7]2[N:6]([CH2:18][C:19]([OH:21])=[O:20])[CH:5]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 110949231-(1H-pyrrolo[3,2-b]pyridin-3-yl)ethanoneHCID 68284505(3-Acetyl-5-trifluoromethoxy-indol-1-yl)acetic acid

Product 1

HCID 71009726HCID 71009726, compound

Procedure

was prepared in a similar manner as described in step B and C of Scheme A13 for the preparation of (3-acetyl-5-trifluoromethoxy-indol-1-yl)-acetic acid from 1-(1H-pyrrolo[3,2-b]pyridin-3-yl)-ethanone (prepared according to J. Org. Chem. 2002, 67, 6226). MS (UPLC/MS): 219.2 [M+H]+, 217.3 [M−H]−, 435.3 [2M−H]−; tR (HPLC conditions f): 1.16 min. 1H-NMR (400 MHz, DMSO): δ (ppm): 8.79 (bs, 1H), 8.64 (m, 2H), 7.64 (m, 1H), 5.33 (s, 2H), 2.67 (s, 3H).

Workup

  1. customwas prepared in a similar manner
  2. custom1.16 min

Sources & evidence

ORD record
ord-833f806193ef4c518fbbd79c22c9cf25
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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