HCID 15454068, compound → HCID 15454070, compound

HRID 1275417Notes

Reaction equation

HRID 1275417 reaction equation
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([P:17]([OH:20])(=[O:19])[OH:18])=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1)([O-])=O>C([O-])([O-])=O.[Na+].[Na+].O.CO.[Pd]>[NH2:1][C:4]1[CH:22]=[CH:21][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([P:17]([OH:20])(=[O:18])[OH:19])=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1

Participants

6

Reactant 1

HCID 15454068HCID 15454068, compound

Product 1

HCID 15454070HCID 15454070, compound

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 10340Sodium CarbonateSolvent

Procedure

Compound 3f (8.05 g) was dissolved in a mixture of 1 M Na2CO3 (15 ml), water (55 ml) and methanol (30 ml) (pH 8.0) and hydrogenated at room temperature at normal pressure using 10% Pd/C (200 mg) as catalyst. After absorption of the theoretical amount of hydrogen (about 4 hr), the filtrate of the reaction mixture was concentrated to 70 ml and acidified with 2 N HCl to pH 6.0. The monosodium salt of compound 5f precipitated. It was washed with water and dried at about 40° C. C13H13N2O4P (292.4); C13H12N2O4PNa (314.4) monosodium salt of compound 5f.

Workup

  1. customAfter absorption of the theoretical amount of hydrogen (about 4 hr)
  2. concentrationthe filtrate of the reaction mixture was concentrated to 70 ml
  3. customThe monosodium salt of compound 5f precipitated
  4. washIt was washed with water
  5. customdried at about 40° C

Sources & evidence

ORD record
ord-5ba9dbb8499a407c99c249eda3c8e529
Source dataset
uspto-grants-2000_12
Patent number
US06160166

Reaction notes

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