Hydroxyamine hydrochloride → HCID 136359979, compound

HRID 1617494Notes

Reaction equation

HRID 1617494 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][C:20]=2[CH3:28])[CH2:10][C:11]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=O)=[CH:5][CH:4]=1.Cl.[NH2:31][OH:32].C([O-])(O)=O.[Na+]>>[CH3:1][N:2]([CH3:29])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][C:20]=2[CH3:28])[CH2:10][C:11]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:31][OH:32])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 66668712HCID 66668712, compound

Product 1

HCID 136359979HCID 136359979, compound

Procedure

In analogy to example 1, step 2, from 3-(4-dimethylamino-phenyl)-3-(2-methyl-1H-indol-3-yl)-1-pyridin-4-yl-propan-1-one and hydroxylamine hydrochloride in the presence of NaHCO3 was prepared the title compound as a mixture of E and Z isomers (8.8:1) as a yellow foam, MS (ESI+): m/z=399.3 ([M+H]+).

Sources & evidence

ORD record
ord-733fd2ac3e2d49c9ac06ea91b69ceb1a
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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