Dimethylamine → HCID 68695387, compound

HRID 2236483Notes

Reaction equation

HRID 2236483 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=2[O:17][CH2:18][O:19][CH3:20])[CH:6]=[CH:7][CH:8]=1)=O.[CH3:21][NH:22][CH3:23].C([BH-](C(=O)C)C(=O)C)(=O)C>C(Cl)Cl>[CH3:21][N:22]([CH2:1][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=2[O:17][CH2:18][O:19][CH3:20])[CH:6]=[CH:7][CH:8]=1)[CH3:23]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 86619576HCID 86619576, compoundHCID 131728117HCID 131728117, compound

Product 1

HCID 68695387HCID 68695387, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3′-Formyl-2-methoxymethoxy-biphenyl-4-carbonitrile (128 mg, 0.48 mmol) is dissolved in CH2Cl2 (5 mL), and to which dimethylamine (2 mL, 2 M solution in THF, 4 mmol) is added. Triacetylborohydride (300 mg, 1.59 mmol) is added and the mixture is stirred at room temperature for 1 hour before it is quenched with ice water. The organic layer is washed with NH4OH and dried over Na2SO4. After concentration, the residue is directly used in the next step. MS (ESI): 297 (M+1)+1.

Workup

  1. customis quenched with ice water
  2. washThe organic layer is washed with NH4OH
  3. dry with materialdried over Na2SO4
  4. concentrationAfter concentration

Sources & evidence

ORD record
ord-5e9c874009bf4471b631460d77d505d3
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…