Stannous chloride dihydrate → HCID 59592706, compound

HRID 2261014Notes

Reaction equation

HRID 2261014 reaction equation
[CH3:1][S:2]([CH2:5][C:6]1[N:11]=[C:10]2[N:12]([CH3:15])[N:13]=[CH:14][C:9]2=[C:8]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=2)[CH:7]=1)(=[O:4])=[O:3].O.O.Cl[Sn]Cl>CCO.C1COCC1>[CH3:1][S:2]([CH2:5][C:6]1[N:11]=[C:10]2[N:12]([CH3:15])[N:13]=[CH:14][C:9]2=[C:8]([C:16]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=2)[CH:7]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 59592702HCID 59592702, compound2×

Product 1

HCID 59592706HCID 59592706, compound

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

In analogy to GP3, reaction of 1000 mg 6-methanesulfonylmethyl-1-methyl-4-(4-nitro-phenyl)-1H-pyrazolo[3,4-b]pyridine (Intermediate 18.1; 2.89 mmol, 1 eq.) with 3.26 g SnCl2.2H2O (14.46 mmol, 5 eq.) in 56 mL 2.5:1 EtOH/THF at reflux for 3 h yielded after standard work-up the crude aniline which was used without further purification.

Workup

  1. temperatureat reflux for 3 h

Sources & evidence

ORD record
ord-c7b08d44096b4180be70b31d2e17d795
Source dataset
uspto-grants-2010_12
Patent number
US07846928B2

Reaction notes

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