Hydrazine hydrate (1:1) → HCID 59558516, compound

HRID 1175123Notes

Reaction equation

HRID 1175123 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[C:5]([CH:7]1[CH2:16][CH2:15][C:14]2[CH:13]=[N:12][C:11]([Cl:17])=[CH:10][C:9]=2[C:8]1=O)=O)[CH3:2].[NH2:20][NH2:21].O>CCO>[CH2:1]([O:3][C:4]([C:5]1[NH:20][N:21]=[C:8]2[C:9]3[C:14](=[CH:13][N:12]=[C:11]([Cl:17])[CH:10]=3)[CH2:15][CH2:16][C:7]=12)=[O:19])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59558356HCID 59558356, compound

Product 1

HCID 59558516HCID 59558516, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(3-Chloro-5-oxo-5,6,7,8-tetrahydro-isoquinolin-6-yl)-oxo-acetic acid ethyl ester (1.4 g; 4.8 mmol) in EtOH (15 ml) is combined with H2NNH2.H2O (242 mg; 4.8 mmol) and refluxed for 1 hour. The mixture is left over night at room temperature and delivers the title compound as yellowish crystals. 1H-NMR (400 MHz; DMSO-d6): 8.37 (s, 1H); 7.68 (s, 1H); 4.36 (q, 2H); 3.5 (bs, 1H); 2.99 (m, 2H); 2.97 (m, 2H); 1.35 (t, 3H). MS (m/z) ES+: 278 (MH+).

Workup

  1. temperaturerefluxed for 1 hour
  2. waitThe mixture is left over night at room temperature

Sources & evidence

ORD record
ord-1fb20c458e0b4576a2d5e61e1f21cc89
Source dataset
uspto-grants-2010_11
Patent number
US07838674B2

Reaction notes

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