Stannous Chloride → 8-Quinolinamine, 5-(trifluoromethyl)-

HRID 513397

Reaction equation

HRID 513397 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:14]([F:17])([F:16])[F:15])=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[CH:9]2)([O-])=O.[Sn](Cl)Cl>Cl>[F:17][C:14]([F:15])([F:16])[C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[C:13]2[C:8]=1[CH:9]=[CH:10][CH:11]=[N:12]2

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 681831008-Nitro-5-(trifluoromethyl)quinoline2×

Product 1

HCID 103531188-Quinolinamine, 5-(trifluoromethyl)-Yield 85.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

In a similar fashion using route 1 general procedure 4, 8-nitro-5-(trifluoromethyl)quinoline (Intermediate 33) (820 mg, 3.39 mmol), tin (II) chloride (1.93 g, 10.2 mmol) and 6 N HCl (10 drops) gave the title compound (615 mg, 85%) which was used in the next step without purification.

Sources & evidence

ORD record
ord-975e25dcd1ed40b6afd70c4f19df1dfd
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Linked notes

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