Hydrochloric Acid → HCID 69072434, compound

HRID 1182597Notes

Reaction equation

HRID 1182597 reaction equation
[OH-].[Na+].[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][N:13]([C:16]([C:18]2[CH:23]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=3)[C:22]([C:31]([O:33]CCC#N)=[O:32])=[C:21]([CH3:38])[NH:20][C:19]=2[CH3:39])=[O:17])[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4].Cl>CO>[C:3]([O:7][C:8]([N:10]1[CH2:11][CH2:12][N:13]([C:16]([C:18]2[CH:23]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=3)[C:22]([C:31]([OH:33])=[O:32])=[C:21]([CH3:38])[NH:20][C:19]=2[CH3:39])=[O:17])[CH2:14][CH2:15]1)=[O:9])([CH3:6])([CH3:4])[CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69072799HCID 69072799, compound

Product 1

HCID 69072434HCID 69072434, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.30 ml (6.30 mmol) of 1 N aqueous sodium hydroxide solution was added to 1.67 g (3.15 mmol) of 4-[4-(3-chlorophenyl)-5-(2-cyanoethoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonyl] piperazine-1-carboxylic acid-t-butyl ester in 30 ml of methanol and stirred at room temperature for 2 hours. 6.30 ml (6.30 mmol) of 1 N hydrochloric acid was added and concentrated under reduced pressure. Water was added to the residue and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained solid substance was filtered, washed with hexane/ethyl acetate (3/1) and dried under reduced pressure to obtain the title compound.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionWater was added to the residue
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. filtrationThe obtained solid substance was filtered
  7. washwashed with hexane/ethyl acetate (3/1)
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-9c955938210244619ecdeb4cdeb0cbbb
Source dataset
uspto-grants-2007_10
Patent number
US07288544B2

Reaction notes

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