Hydroxylamine → N-[2-[4-[Amino(hydroxyimino)methyl]-1-piperidinyl]-6-chloro-5-quinolinyl]-cyclohexaneacetamide

HRID 2217908Notes

Reaction equation

HRID 2217908 reaction equation
[Cl:1][C:2]1[C:3]([NH:20][C:21](=[O:29])[CH2:22][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:12]1[CH2:17][CH2:16][CH:15]([C:18]#[N:19])[CH2:14][CH2:13]1)[CH:6]=[CH:5]2.[NH2:30][OH:31]>C(O)C>[NH2:19][C:18](=[N:30][OH:31])[CH:15]1[CH2:14][CH2:13][N:12]([C:7]2[CH:6]=[CH:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[C:3]=3[NH:20][C:21](=[O:29])[CH2:22][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[N:8]=2)[CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 11281340HCID 11281340, compound

Product 1

HCID 86609749N-[2-[4-[Amino(hydroxyimino)methyl]-1-piperidinyl]-6-chloro-5-quinolinyl]-cyclohexaneacetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-[6-Chloro-2-(4-cyano-1-piperidinyl)-5-quinolinyl]-cyclohexaneacetamide (Example 113) (0.2 g), hydroxylamine (50% w/v in H2O) (0.23 mL) and ethanol (2.5 mL) were heated within a microwave in a sealed 10 mL vial at 90° C. for 100 minutes. The reaction was cooled to room temperature and the resulting precipitate was filtered and washed with ethanol to afford the subtitle compound as a solid (0.18 g).

Workup

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-cfa48eceb14a4b34aa5d5fda13b08f51
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

Loading…