Water → HCID 67328189, compound

HRID 2235009Notes

Reaction equation

HRID 2235009 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[Cl:23])[O:5][CH:6]1[CH2:12][CH:11]2[N:13]([CH2:14][C:15]3[NH:19][N:18]=[N:17][N:16]=3)[CH:8]([CH2:9][CH2:10]2)[CH2:7]1.[CH2:24](N(CC)CC)C.IC.O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[Cl:23])[O:5][CH:6]1[CH2:7][CH:8]2[N:13]([CH2:14][C:15]3[N:19]([CH3:24])[N:18]=[N:17][N:16]=3)[CH:11]([CH2:10][CH2:9]2)[CH2:12]1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 8471TriethylamineHCID 178478214HCID 178478214, compound

Product 1

HCID 67328189HCID 67328189, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-(3,4-Dichloro-phenoxy)-8-(1H-tetrazol-5-ylmethyl)-8-aza-bicyclo[3.2.1]octane (5 g) in 50 ml of N,N-dimethylformamide was added 3 ml of triethylamine and stirred under a nitrogen atmosphere. Iodomethane (2 ml) was added drop wise. The reaction mixture was stirred at room temperature overnight and poured into 100 ml of water. The mixture was extracted with diethyl ether, which was dried with magnesium sulphate and evaporated to an oil, the oil was triturated in dry diethyl ether. Yield 0.55 g (11%) Mp. 119-120° C.

Workup

  1. stirringThe reaction mixture was stirred at room temperature overnight
  2. extractionThe mixture was extracted with diethyl ether, which
  3. dry with materialwas dried with magnesium sulphate
  4. customevaporated to an oil
  5. customthe oil was triturated in dry diethyl ether

Sources & evidence

ORD record
ord-d27532e532094f188700540a4de82fcf
Source dataset
uspto-grants-2010_05
Patent number
US07713990B2

Reaction notes

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