Water → HCID 10266265, compound

HRID 48233Notes

Reaction equation

HRID 48233 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[C:5]([NH:7][C:8]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=[C:14]2[C:9]=1[CH:10]=[CH:11][CH:12]=[N:13]2)=[O:6])[CH3:2].C([BH3-])#N.[Na+].O>C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:21])[C:5]([NH:7][C:8]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=[C:14]2[C:9]=1[CH:10]=[CH:11][CH2:12][NH:13]2)=[O:6])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 5003444Sodium cyanoborohydrideHCID 10085554[(6-Nitro-5-quinolinyl)amino]oxo-acetic acid ethyl ester

Product 1

HCID 10266265HCID 10266265, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of the product from Example 85 (5 g, 17.5 mmol) in 80 mL acetic acid was treated with sodium cyanoborohydride (2.2 g, 35 mmol) portionwise under an argon atmosphere and stirred for 4 hours. Water (100 mL) was added to the reaction mixture, and the resulting solid was collected by filtration and dried (3.9 g, 78% yield).

Workup

  1. filtrationthe resulting solid was collected by filtration
  2. customdried (3.9 g, 78% yield)

Sources & evidence

ORD record
ord-71a28719b79346798bf640136e8a9bc8
Source dataset
uspto-grants-2004_03
Patent number
US06703391B2

Reaction notes

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