O-Methylhydroxylamine hydrochloride → HCID 11718913, compound

HRID 2377073Notes

Reaction equation

HRID 2377073 reaction equation
[F:1][C:2]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][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]2[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]2)=[CH:6]1.Cl.[CH3:31][O:32][NH2:33]>>[F:1][C:2]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:9]2=[CH:10][N:11]=[C:12]([C:14]([NH:33][O:32][CH3:31])=[O:16])[CH:13]=[C:8]2[C:7]([CH2:17][N:18]2[CH2:19][CH2:20][N:21]([CH3:24])[CH2:22][CH2:23]2)=[CH:6]1

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 69198682HCID 69198682, compound

Product 1

HCID 11718913HCID 11718913, compound

Procedure

The title compound was prepared by coupling of 1-(2,4-difluorobenzyl)-3-[(4-methylpiperazin-1-yl)methyl]-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid and O-methylhydroxylamine hydrochloride in analogy to step 2 of example 17. 1H NMR (MeOH-d4) δ 8.77 (s, 1H), 8.43 (s, 1H), 7.59 (s, 1H), 7.27-7.03 (m, 1H) 7.01-6.93 (m, 2H), 5.55 (s, 2H), 3.82 (s, 5H), 2.82 (m, 4H), 2.66 (m, 4H), 2.50 (s, 3H). LCMS (APCI, M+H+): 430.2. Anal. (C22H22F2N5O3×1.5H2O×0.8AcOH)C, H, N.

Sources & evidence

ORD record
ord-565530d689274fa2bf7fc9c5a3421c40
Source dataset
uspto-grants-2008_12
Patent number
US07468375B2

Reaction notes

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