Hydroxyamine hydrochloride → 2-[[3-[3-[(3E)-3-hydroxyimino-1-(2-methylphenyl)-3-(2-methyl-4-pyridinyl)propyl]phenyl]benzoyl]amino]acetic acid

HRID 1617550Notes

Reaction equation

HRID 1617550 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8](=O)[CH2:9][CH:10]([C:18]2[CH:19]=[C:20]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([NH:32][CH2:33][C:34]([OH:36])=[O:35])=[O:31])[CH:25]=3)[CH:21]=[CH:22][CH:23]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH:5]=[CH:4][N:3]=1.Cl.[NH2:39][OH:40].C([O-])(O)=O.[Na+]>>[OH:40]/[N:39]=[C:8](/[C:6]1[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[CH:7]=1)\[CH2:9][CH:10]([C:18]1[CH:19]=[C:20]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([NH:32][CH2:33][C:34]([OH:36])=[O:35])=[O:31])[CH:25]=2)[CH:21]=[CH:22][CH:23]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH3:17]

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67015501({3'-[3-(2-Methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carbonyl}-amino)-acetic acid

Product 1

HCID 1363857472-[[3-[3-[(3E)-3-hydroxyimino-1-(2-methylphenyl)-3-(2-methyl-4-pyridinyl)propyl]phenyl]benzoyl]amino]acetic acid

Procedure

In analogy to example 74, step 4, from ({3′-[3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carbonyl}-amino)-acetic acid and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound which precipitated as a white solid on work up, MS (ESI−): m/z=506.2 ([M−H]−).

Sources & evidence

ORD record
ord-4c7ea2430259411e942e59753bbd3d9f
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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