Stannous chloride dihydrate → HCID 19423607, compound

HRID 743063Notes

Reaction equation

HRID 743063 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:23]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]2=[O:30])[CH2:10][CH2:9]1)([O-])=O.O.O.Cl[Sn]Cl>C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:31]=[CH:32][CH:33]=1)[CH2:7][N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[CH:23]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]2=[O:30])[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 19423538HCID 19423538, compound

Product 1

HCID 19423607HCID 19423607, compoundYield 41.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 540 mg (1.22 mmol) of 3-[1-(3-nitrobenzyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)quinazolinone in 50 mL of ethanol was added 826 mg (3.66 mmol) of SnCl2.2H2O, and the mixture was stirred for 12 hours at 60° C. After being cooled, the reaction mixture was filtered through cerite, and the filtrate was concentrated in vacuo. The residue was purified by means of column chromatography (silica gel, 1:19 methanol:chloroform) to give 210 mg (0.51 mmol) of the title compound.

Workup

  1. temperatureAfter being cooled
  2. filtrationthe reaction mixture was filtered through cerite, and the filtrate
  3. concentrationwas concentrated in vacuo
  4. customThe residue was purified by means of column chromatography (silica gel, 1:19 methanol:chloroform)

Sources & evidence

ORD record
ord-f948eb9c155c4738ad8317932858aa4e
Source dataset
uspto-grants-1996_09
Patent number
US05556860

Reaction notes

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