Hydrochloric Acid → HCID 178447302, compound

HRID 550037Notes

Reaction equation

HRID 550037 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][C:5]([N:7]([C@H:26]([C:30]([OH:32])=[O:31])[CH:27]([CH3:29])[CH3:28])[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=2[C:21]2[NH:22][N:23]=[N:24][N:25]=2)=[CH:13][CH:14]=1)=[O:6].[Ba].Cl>C(OCC)(=O)C.O>[C:30]([C@@H:26]([N:7]([C:5](=[O:6])[CH2:4][CH2:3][CH2:2][CH3:1])[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=2[C:21]2[NH:22][N:23]=[N:24][N:25]=2)=[CH:13][CH:14]=1)[CH:27]([CH3:28])[CH3:29])([OH:32])=[O:31]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178447303Valsartan barium

Product 1

HCID 178447302HCID 178447302, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A slurry of valsartan barium (90 g) in ethyl acetate (900 ml) and water (360 ml) was treated with hydrochloric acid to attain a pH of about 2 to 2.5. The organic layer was separated, washed with water (3×270 ml) and concentrated at about 45° to 50° C. under reduced pressure. The residue was dissolved in ethyl acetate (225 ml) at 45° to 50° C., filtered at hot condition and cooled to 20° to 25° C. Pentane (900 ml) was then added slowly to the mixture and stirred for 1 hour at 20° to 25° C. The solid obtained was filtered, washed with pentane (2×90 ml) and dried under reduced pressure to obtain the title compound.

Workup

  1. customThe organic layer was separated
  2. washwashed with water (3×270 ml)
  3. concentrationconcentrated at about 45° to 50° C. under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate (225 ml) at 45° to 50° C.
  5. filtrationfiltered at hot condition
  6. temperaturecooled to 20° to 25° C
  7. additionPentane (900 ml) was then added slowly to the mixture
  8. customThe solid obtained
  9. filtrationwas filtered
  10. washwashed with pentane (2×90 ml)
  11. customdried under reduced pressure

Sources & evidence

ORD record
ord-fe801a993f774635884abc530eadfd78
Source dataset
uspto-grants-2011_05
Patent number
US07943794B2

Reaction notes

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