Dimethylamine → HCID 19049358, compound

HRID 1780035Notes

Reaction equation

HRID 1780035 reaction equation
Br[CH2:2][C:3]([NH:5][CH:6]([CH:24]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:7][O:8][CH2:9][C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([C:20]([F:23])([F:22])[F:21])[CH:11]=1)=[O:4].BrCC(Cl)=O.[CH3:42][NH:43][CH3:44]>O1CCCC1>[CH3:42][N:43]([CH3:44])[CH2:2][C:3]([NH:5][CH:6]([CH:24]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:7][O:8][CH2:9][C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([C:20]([F:23])([F:22])[F:21])[CH:11]=1)=[O:4]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 89602Bromoacetyl chlorideHCID 19049339HCID 19049339, compound

Product 1

HCID 19049358HCID 19049358, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-(2-bromoacetamido)-1-((3,5-bis(trifluoromethyl)phenyl)methyloxy)-3,3-diphenylpropane (0.36 g, prepared by an analogous procedure to that described in Example 60, from bromoacetyl chloride) in tetrahydrofuran (20 ml) and dimethylamine (1 ml) was stirred at 0° C. for 1 hour, The solution was poured onto ethyl acetate and the solution washed with water, saturated brine and dried (MgSO4). After removal of the solvent in vacuo the residue was chromatographed on silica gel, followed by oxalate salt formation to give the title compound, m/e (CI+)=539 (M+H), (CI-)=537 (M-H).

Workup

  1. additionThe solution was poured onto ethyl acetate
  2. washthe solution washed with water, saturated brine
  3. dry with materialdried (MgSO4)
  4. customAfter removal of the solvent in vacuo the residue
  5. customwas chromatographed on silica gel

Sources & evidence

ORD record
ord-227058dd88124f608b41799be89cae8a
Source dataset
uspto-grants-1997_05
Patent number
US05629347

Reaction notes

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