Hydrochloric Acid → HCID 69315050, compound

HRID 1392402Notes

Reaction equation

HRID 1392402 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[CH:34]=[O:35])[CH2:24][C:23]2=[O:36])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11].P([O-])([O-])(O)=[O:38].[Na+].[Na+].OO.Cl[O-].[Na+].S([O-])([O-])=O.[Na+].[Na+].Cl>O.C(#N)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[C:34]([OH:38])=[O:35])[CH2:24][C:23]2=[O:36])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11]

Participants

9

Reactant 6

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 24203Sodium Phosphate, DibasicHCID 24437Sodium SulfiteHCID 10074188HCID 10074188, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 69315050HCID 69315050, compoundYield 192.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To the solution of 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(2-formylphenyl)piperidin-3-one (300 mg, 0.62 mmol) obtained in Example 15 and sodium hydrogen phosphate (22 mg, NaH3PO4) in the mixed solvent of 1 ml of acetonitrile and 0.5 ml of water, was added 35%-hydrogen peroxide solution (0.1 ml) and 3 ml of sodium hypochlorite solution (NaClO4; 78 mg) at 10° C. The reaction mixture was stirred for about 1 hour at room temperature. Sodium sulfite (1.0 g) was added to the reaction mixture, which was then acidified with 10%-hydrochloride solution. The resulting solid was filtered and dried to give 150 mg of the titled compound.

Workup

  1. filtrationThe resulting solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-e56566380c614f96b98427b850e997aa
Source dataset
uspto-grants-2008_03
Patent number
US07342027B2

Reaction notes

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