Formaldehyde → HCID 10134254, compound

HRID 547693Notes

Reaction equation

HRID 547693 reaction equation
C=O.[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:12](=[O:30])[N:13]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([NH2:29])[CH:24]=2)[CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[CH:16]=1)#[N:4].[C:31](=O)(O)[O-].[Na+]>C(O)(=O)C>[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[C:12](=[O:30])[N:13]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][CH3:31])[CH:24]=2)[CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[CH:16]=1)#[N:4]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 516892Sodium BicarbonateHCID 9925276HCID 9925276, compound

Product 1

HCID 10134254HCID 10134254, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Paraformaldehyde (41 mg) and 119 mg of triacetoxy sodium borohydride were added to a solution of 50 mg of 3-(2-cyanophenyl)-5-(2-pyridyl)-1-(3-aminophenyl)-1,2-dihydropyridin-2-one in 3 ml of acetic acid followed by stirring at room temperature for one night. To this was added an aqueous solution of sodium bicarbonate, the mixture was extracted with ethyl acetate, the organic layer was washed with water, dried and concentrated and the residue was purified by a silica gel column chromatography (ethyl acetate/hexane system) to give 11 mg of the title compound as a pale yellow solid.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washthe organic layer was washed with water
  3. customdried
  4. concentrationconcentrated
  5. customthe residue was purified by a silica gel column chromatography (ethyl acetate/hexane system)

Sources & evidence

ORD record
ord-c64400d8b467418ca85657ea38ebc690
Source dataset
uspto-grants-2011_05
Patent number
US07939549B2

Reaction notes

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