Formaldehyde → HCID 10134254, compound

HRID 497824Notes

Reaction equation

HRID 497824 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-867067dd6b824c3bb4a24b40c6f646a5
Source dataset
uspto-grants-2005_09
Patent number
US06949571B2

Reaction notes

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