Hydroxyamine hydrochloride → HCID 178471277, compound

HRID 2192499Notes

Reaction equation

HRID 2192499 reaction equation
Cl.[NH2:2][OH:3].[C:4]([C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][N:10]=[C:11]2[CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])#[N:5].C([O-])(O)=O.[Na+]>C(O)C>[OH:3][NH:2][C:4](=[NH:5])[C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][N:10]=[C:11]2[CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 58149902HCID 58149902, compound

Product 1

HCID 178471277HCID 178471277, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride (0.36 g) was added to a suspension of ethyl 4-(5-cyano-1-isoquinolinyl)butanoate (D42; 0.65 g) and NaHCO3 (0.66 g) in ethanol (20 ml). The mixture was heated to reflux for 24 hours. The solvent was evaporated in vacuo. The residue was washed with water (2×10 ml) to afford, after drying, the title compound (0.6 g). MS (ES): C16H19N3O3 requires 301. found 302.2 (M+H+).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 24 hours
  3. customThe solvent was evaporated in vacuo
  4. washThe residue was washed with water (2×10 ml)
  5. customto afford
  6. customafter drying

Sources & evidence

ORD record
ord-f9b85ad9062d4d3cb5fecb9933e61850
Source dataset
uspto-grants-2012_12
Patent number
US08329730B2

Reaction notes

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