Hydroxyamine hydrochloride → HCID 58043383, compound

HRID 1617712Notes

Reaction equation

[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[CH:5][C:4]([C:9](=O)[CH2:10][CH:11]([C:19]2[CH:36]=[CH:35][C:22]([C:23]([N:25]3[CH2:30][CH2:29][CH:28]([CH2:31][C:32]([OH:34])=[O:33])[CH2:27][CH2:26]3)=[O:24])=[CH:21][CH:20]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[CH:3]1.Cl.[NH2:39][OH:40].C([O-])(O)=O.[Na+]>>[OH:40]/[N:39]=[C:9](/[C:4]1[CH:5]=[CH:6][C:7](=[O:8])[N:2]([CH3:1])[CH:3]=1)\[CH2:10][CH:11]([C:19]1[CH:20]=[CH:21][C:22]([C:23]([N:25]2[CH2:30][CH2:29][CH:28]([CH2:31][C:32]([OH:34])=[O:33])[CH2:27][CH2:26]2)=[O:24])=[CH:35][CH:36]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18]

Participants

Reactant 3

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

HCID 67015596HCID 67015596, compound

Product 1

HCID 58043383HCID 58043383, compound

Procedure

In analogy to example 151, step 3, (1-{4-[3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-benzoyl}-piperidin-4-yl)-acetic acid was reacted with hydroxylamine hydrochloride in the presence of NaHCO3 to give the title compound containing less than 10% of the corresponding Z isomer as a colorless solid, MS (ESI−): m/z=514.4 [M−H]−.

Sources & evidence

ORD record: ord-31f514f138ca413a92293013e0c365ec
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765730B2

Reaction notes

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