Stannous Chloride → HCID 68183301, compound

HRID 513740Notes

Reaction equation

HRID 513740 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[C:10]([N+:15]([O-])=O)[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1)=[O:4].Cl[Sn]Cl>Cl.CO>[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[C:10]([NH2:15])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 68183455HCID 68183455, compound

Product 1

HCID 68183301HCID 68183301, compoundYield 85.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolvent

Procedure

In a similar fashion using route 19 general procedure 29, 8-nitro-quinoline-4-carboxylic acid methyl ester 474 (0.5 g, 2.15 mmol), SnCl2 (1.6 g, 8.6 mmol), 6N HCl (2 drops) and MeOH (10 ml) at 70° C. for 3 h gave the title compound (370 mg, 65%) which was used in the next step without further purification.

Workup

  1. customat 70° C.
  2. customfor 3 h

Sources & evidence

ORD record
ord-0e80b4b812604f2cae1a170da0cbf486
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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