O-Methylhydroxylamine hydrochloride → HCID 10360306, compound

HRID 720536Notes

Reaction equation

HRID 720536 reaction equation
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][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][OH:18])=[CH:6]1.Cl.[CH3:25][O:26][NH2:27]>>[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[CH2:4][N:5]1[C:9]2=[CH:10][N:11]=[C:12]([C:14]([NH:27][O:26][CH3:25])=[O:16])[CH:13]=[C:8]2[C:7]([CH2:17][OH:18])=[CH:6]1

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 21892198HCID 21892198, compound

Product 1

HCID 10360306HCID 10360306, compound

Procedure

The title compound was prepared by coupling of 1-(2,4-difluoro-benzyl)-3-hydroxymethyl-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; 8.76 (s, 1H), 8.41 (s, 1H), 7.58 (s, 1H), 7.23–7.29 (m, 1H), 6.88–7.00 (m, 2H), 5.54 (s, 2H), 4.80 (s, 2H), 3.82 (s, 3H). LCMS (APCI, M+H+): 348.0. HRMS calcd for C17H16F2N3O3 (M+H) 348.1160. found 348.1148. HPLC: 100% purity.

Sources & evidence

ORD record
ord-40cb7bba491944b9a865f9934c547287
Source dataset
uspto-grants-2006_11
Patent number
US07135482B2

Reaction notes

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