Hydroxyamine hydrochloride → HCID 58043309, compound

HRID 1617839Notes

Reaction equation

[OH:1][CH2:2][C@H:3]([NH:5][C:6](=[O:32])[C:7]1[CH:12]=[CH:11][C:10]([CH:13]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:31])[CH2:14][C:15]([C:17]2[CH:22]=[CH:21][C:20](=[O:23])[N:19]([CH3:24])[CH:18]=2)=O)=[CH:9][CH:8]=1)[CH3:4].Cl.[NH2:34][OH:35].C(=O)([O-])O.[Na+]>>[OH:35]/[N:34]=[C:15](/[C:17]1[CH:22]=[CH:21][C:20](=[O:23])[N:19]([CH3:24])[CH:18]=1)\[CH2:14][CH:13]([C:10]1[CH:9]=[CH:8][C:7]([C:6]([NH:5][C@H:3]([CH3:4])[CH2:2][OH:1])=[O:32])=[CH:12][CH:11]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH3:31]

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 67015608HCID 67015608, compound

Product 1

HCID 58043309HCID 58043309, compound

Procedure

In analogy to example 151, step 3, N—((R)-1-hydroxypropan-2-yl)-4-(3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-3-oxo-1-o-tolylpropyl)benzamide was reacted with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound as an off-white solid, MS (ESI+): m/z=448.2 [M+H]+.

Sources & evidence

ORD record: ord-1ef5fdd858c6482798792006798908e2
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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