N-methylhydroxylamine hydrochloride → HCID 15957050, compound

HRID 2377054Notes

Reaction equation

HRID 2377054 reaction equation
[F:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][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][C@@H:21]3[C:24](=[O:27])[NH:25][CH2:26][C@@H:20]3[CH2:19]2)=[CH:6]1.Cl.[CH3:34][NH:35][OH:36]>>[F:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:3]=1[CH2:4][N:5]1[C:9]2=[CH:10][N:11]=[C:12]([C:14]([N:35]([OH:36])[CH3:34])=[O:16])[CH:13]=[C:8]2[C:7]([CH2:17][N:18]2[CH2:23][CH2:22][C@@H:21]3[C:24](=[O:27])[NH:25][CH2:26][C@@H:20]3[CH2:19]2)=[CH:6]1

Participants

3

Reactant 2

HCID 77906N-methylhydroxylamine hydrochlorideHCID 69198389HCID 69198389, compound

Product 1

HCID 15957050HCID 15957050, compound

Procedure

The title compound was prepared from rac-1-(2,4-difluorobenzyl)-3-{[(3aR*,7aS*)-1-oxooctahydro-5H-pyrrolo[3,4-c]pyridin-5-yl]methyl}-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid and N-methylhydroxylamine hydrochloride in a manner similar to step 2 of example 17. 1H NMR (MeOH-d4) δ ppm 8.80 (s, 1H), 8.28 (b, 1H), 7.72 (s, 1H), 7.32-7.31 (m, 1H), 7.05-7.02 (m, 1H), 7.00-6.93 (m, 1H), 5.59 (s, 2H), 3.88 (s, 2H), 3.42 (s, 3H), 3.28-3.26 (m, 2H), 2.98-2.96 (m, 1H), 2.83-2.80 (m, 1H), 2.58-2.56 (m, 1H), 2.48-2.44 (m, 2H), 2.27-2.25 (m, 1H), 1.85-1.82 (m, 1H), 1.63-1.59 (m, 1H). LCMS (APCI, M+H+): 470.15. HPLC: 96% purity.

Sources & evidence

ORD record
ord-bd1ac14516d64233a8e3e32e081b1601
Source dataset
uspto-grants-2008_12
Patent number
US07468375B2

Reaction notes

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