Stannous Chloride → HCID 14747882, compound

HRID 1164902Notes

Reaction equation

HRID 1164902 reaction equation
[CH3:1][C:2]([NH:13][CH2:14][C@@H:15]([C:17]1[CH:18]=[CH:19][C:20]2[N:21](N=N[N:25]=2)[CH:22]=1)[OH:16])([CH3:12])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11].[Cl:26][Sn]Cl>CO>[ClH:26].[ClH:26].[NH2:25][C:20]1[N:21]=[CH:22][C:17]([C@H:15]([CH2:14][NH:13][C:2]([CH3:12])([CH3:1])[CH2:3][CH2:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[OH:11])[OH:16])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 18637940HCID 18637940, compound

Product 1

HCID 14747882HCID 14747882, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 127 mg (0.37 mmol) of (R)-a-[[(1,1-dimethyl-3-(2-hydroxyphenyl)propyl)amino]methyl]tetrazolo[1,5-a]pyridine-6-methanol and 170 mg (0.75 mmol) of SnCl2 ·2H2O in 15 ml of methanol is heated at reflux for 20 hours. The reaction mixture is cooled in ice and H2S is bubbled through the solution. The precipitate is collected by filtration and the filtrate concentrated. The residue is chromatographed on silica gel to give the desired product.

Workup

  1. temperatureat reflux for 20 hours
  2. temperatureThe reaction mixture is cooled in ice
  3. customH2S is bubbled through the solution
  4. filtrationThe precipitate is collected by filtration
  5. concentrationthe filtrate concentrated
  6. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-8a08ddb5be8c4ec3b60c025b62f0287c
Source dataset
uspto-grants-1990_03
Patent number
US04906645

Reaction notes

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