N-methylhydroxylamine hydrochloride → HCID 11522745, compound

HRID 2377087Notes

Reaction equation

HRID 2377087 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[C:11]3=[CH:12][N:13]=[C:14]([C:18](O)=[O:19])[C:15]([O:16][CH3:17])=[C:10]3[CH:9]=[CH:8]2)=[CH:4][CH:3]=1.Cl.[CH3:24][NH:25][OH:26]>>[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[C:11]3=[CH:12][N:13]=[C:14]([C:18]([N:25]([OH:26])[CH3:24])=[O:19])[C:15]([O:16][CH3:17])=[C:10]3[CH:9]=[CH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 77906N-methylhydroxylamine hydrochlorideHCID 69197515HCID 69197515, compound

Product 1

HCID 11522745HCID 11522745, compound

Procedure

The title compound was prepared by coupling of 1-(4-fluorobenzyl)-4-methoxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid with N-methyl hydroxylamine hydrochloride in a manner similar to step 8 of example 1. 1H NMR (DMSO-d6) 6; 9.70 (s, 1H), 8.50 (s, 1H), 7.76 (s, 1H), 7.33 (m, 2H), 7.16 (d, 2H, J=8.9 Hz), 6.76 (s, 1H), 5.51 (s, 2H), 4.00 (s, 3H), 2.96 (s, 3H). LCMS (APCI, M+H+): 330.1. HRMS calcd for C17H17FN3O3 (M+H) 330.1249, found 330.1250. HPLC: 98% purity.

Sources & evidence

ORD record
ord-1de623da333c482aad1e55e81ee8afd2
Source dataset
uspto-grants-2008_12
Patent number
US07468375B2

Reaction notes

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