1H-Pyrrolo[2,3-c]pyridine-1-acetic acid, 3-acetyl- → HCID 68284171, compound

HRID 1527249Notes

Reaction equation

HRID 1527249 reaction equation
[C:1]([C:4]1[C:12]2[C:7](=CN=[CH:10][CH:11]=2)[N:6]([CH2:13][C:14]([OH:16])=[O:15])[CH:5]=1)(=[O:3])[CH3:2].[CH3:17][O:18][C:19]1[N:24]=C2NC=C(C(=O)C)C2=CC=1>>[C:1]([C:4]1[C:12]2[C:7](=[N:24][C:19]([O:18][CH3:17])=[CH:10][CH:11]=2)[N:6]([CH2:13][C:14]([OH:16])=[O:15])[CH:5]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 682831851H-Pyrrolo[2,3-c]pyridine-1-acetic acid, 3-acetyl-HCID 682845331-(6-Methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone

Product 1

HCID 68284171HCID 68284171, compound

Procedure

was prepared using similar procedures as described for the synthesis of (3-acetyl-pyrrolo[2,3-c]pyridin-1-yl)-acetic acid in Scheme A15 from 1-(6-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-ethanone. MS (UPLC/MS): 249.2 [M+H]+, 497.3 [2M+H]+, 519.3 [2M+Na]+, 247.1 [M−H]−, 293.2 [M+HCOO]−, 495.3 [2M+HCOO]−; tR (HPLC conditions f): 1.55 min. 1H-NMR (400 MHz, DMSO): δ (ppm): 12.3 (bs, 1H), 8.33 (d, 1H), 8.21 (s, 1H), 6.70 (d, 1H), 3.89 (s, 3H), 3.32 (s, 2H), 2.43 (s, 3H).

Workup

  1. customwas prepared
  2. custom1.55 min

Sources & evidence

ORD record
ord-2bb7d67f21f44c99ab7c776d7d2cfcee
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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