Hydroxyamine hydrochloride → (NE)-N-[(3R)-3-(2-methylphenyl)-1-(2-methyl-4-pyridinyl)-3-(4-piperidin-4-ylphenyl)propylidene]hydroxylamine

HRID 1617990Notes

Reaction equation

HRID 1617990 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8](=O)[CH2:9][C@H:10]([C:18]2[CH:23]=[CH:22][C:21]([CH:24]3[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]3)=[CH:20][CH:19]=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+]>>[CH3:1][C:2]1[CH:7]=[C:6](/[C:8](=[N:39]/[OH:40])/[CH2:9][C@H:10]([C:18]2[CH:19]=[CH:20][C:21]([CH:24]3[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]3)=[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

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 66668285HCID 66668285, compound

Product 1

HCID 136166864(NE)-N-[(3R)-3-(2-methylphenyl)-1-(2-methyl-4-pyridinyl)-3-(4-piperidin-4-ylphenyl)propylidene]hydroxylamine

Procedure

In analogy to example 132, step 6, from (R)-tert-butyl 4-(4-(3-(2-methylpyridin-4-yl)-3-oxo-1-o-tolylpropyl)phenyl)piperidine-1-carboxylate and hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate was prepared the title compound as a white foam, MS (ESI+): m/z=414.4 ([M+H]+).

Sources & evidence

ORD record
ord-082724a07fad451cb25144a4e066c158
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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