Stannous Chloride → HCID 68183310, compound

HRID 513578Notes

Reaction equation

HRID 513578 reaction equation
[F:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([S:9]([NH:12][C:13]2[CH:14]=[CH:15][CH:16]=[C:17]3[C:22]=2[N:21]=[CH:20][CH:19]=[CH:18]3)(=[O:11])=[O:10])=[C:4]([N+:23]([O-])=O)[CH:3]=1.Cl[Sn]Cl>Cl.CCO>[NH2:23][C:4]1[CH:3]=[C:2]([F:1])[C:7]([CH3:8])=[CH:6][C:5]=1[S:9]([NH:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]=[CH:20][CH:19]=[CH:18]2)(=[O:10])=[O:11]

Participants

5

Reactant 2

HCID 24479Stannous ChlorideHCID 681832904-Fluoro-5-methyl-2-nitro-N-quinolin-8-yl-benzenesulfonamide2×

Product 1

HCID 68183310HCID 68183310, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

In a similar fashion using route 1 general procedure 4, 4-fluoro-5-methyl-2-nitro-N-quinolin-8-yl-benzenesulfonamide (Intermediate 269) (520 mg, 1.44 mmol), SnCl2 (1.08 g, 5.76 mmol), 6N HCl (2 drops) and EtOH (5 ml) gave the title compound after purification by column chromatography with DCM/MeOH (98:2) (340 mg, 71%).

Sources & evidence

ORD record
ord-a106368c856646adaa182ab794bdf0fe
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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