O-Methylhydroxylamine hydrochloride → HCID 10339369, compound

HRID 720537Notes

Reaction equation

HRID 720537 reaction equation
[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[CH2:4][N:5]1[C:9]2=[CH:10][N:11]=[C:12]([C:14]([OH:16])=O)[CH:13]=[C:8]2[C:7]([CH2:17][N:18]([CH3:20])[CH3:19])=[CH:6]1.Cl.[CH3:27][O:28][NH2:29]>>[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[CH2:4][N:5]1[C:9]2=[CH:10][N:11]=[C:12]([C:14]([NH:29][O:28][CH3:27])=[O:16])[CH:13]=[C:8]2[C:7]([CH2:17][N:18]([CH3:19])[CH3:20])=[CH:6]1

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 21892247HCID 21892247, compound

Product 1

HCID 10339369HCID 10339369, compound

Procedure

The title compound was prepared by coupling of 1-(2,4-difluoro-benzyl)-3-dimethylaminomethyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid and O-methyl hydroxylamine hydrochloride in a manner similar to step (c) of example 1. 1H NMR (CD3OD) δ; 8.90 (s, 1H), 8.50 (s, 1H), 7.89 (s, 1H), 7.41 (m, 1H), 7.00–7.07 (m, 2H), 5.64 (s, 2H), 4.52 (s, 2H), 3.82 (s, 3H), 2.85 (s, 6H). LCMS (APCI, M+H+): 375.0. HRMS calcd for C19H21F2N4O2 (M+H) 375.1633. found 375.1644. HPLC: 100% purity.

Sources & evidence

ORD record
ord-43072d4042194940b181bbd383644863
Source dataset
uspto-grants-2006_11
Patent number
US07135482B2

Reaction notes

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