Stannous Chloride → HCID 68183413, compound

HRID 513413Notes

Reaction equation

HRID 513413 reaction equation
[CH:1]([C:4]1[C:13]([N+:14]([O-])=O)=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[Sn](Cl)Cl>Cl>[CH:1]([C:4]1[C:13]([NH2:14])=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 68183428Quinoline, 7-(1-methylethyl)-8-nitro-2×

Product 1

HCID 68183413HCID 68183413, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

In a similar fashion using route 1 general procedure 4, 7-isopropyl-8-nitroquinoline (Intermediate 59) (670 mg, 3.09 mmol), tin (II) chloride (1.8 g, 9.3 mmol) and 6 N HCl (6 drops) gave the title compound (420 mg, 73%) which was used in the next step without purification.

Sources & evidence

ORD record
ord-8eebe95e20494ca6a8ff315fb8772986
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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