Hydroxylamine → 5-{2-[4-(3-Dimethylamino-propyloxy)-phenyl]-5-pyridin-4-yl-1H-imidazol-4-yl}-indan-1-one Oxime

HRID 1268915Notes

Reaction equation

HRID 1268915 reaction equation
[CH3:1][N:2]([CH3:34])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:14][C:15]([C:28]3[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=3)=[C:16]([C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][CH:26]=3)[C:23](=O)[CH2:22][CH2:21]4)[N:17]=2)=[CH:9][CH:8]=1.[NH2:35][OH:36]>C(O)C>[CH3:1][N:2]([CH3:34])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:14][C:15]([C:28]3[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=3)=[C:16]([C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][CH:26]=3)[C:23](=[N:35][OH:36])[CH2:22][CH2:21]4)[N:17]=2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 18446900HCID 18446900, compound

Product 1

HCID 1359251705-{2-[4-(3-Dimethylamino-propyloxy)-phenyl]-5-pyridin-4-yl-1H-imidazol-4-yl}-indan-1-one OximeYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the product of Example 14, Step 6 (0.07 g, 0.155 mmol) in ethanol (3 ml) at 80° C. was added aqueous hydroxylamine (1.5 ml, 50% in water). After 30 minutes the mixture was cooled to room temperature and concentrated in vacuo to give the title compound, (0.072 g, 100%) as a yellow solid; MS(AP+) m/e 468 [M+H]+.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f233398657cc4edfa5392550902489da
Source dataset
uspto-grants-2007_04
Patent number
US07199137B2

Reaction notes

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