Hydrochloric Acid → HCID 86745513, compound

HRID 2371390Notes

Reaction equation

HRID 2371390 reaction equation
[CH3:1][N:2]1[CH2:6][C@@H:5]([S:7]C(=O)C)[CH2:4][C@H:3]1[C:11]([NH:13][CH3:14])=[O:12].C[O-].[Na+].[ClH:18]>CO>[ClH:18].[CH3:1][N:2]1[CH2:6][C@@H:5]([SH:7])[CH2:4][C@H:3]1[C:11]([NH:13][CH3:14])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 56618464HCID 56618464, compound

Product 1

HCID 86745513HCID 86745513, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

(2S,4S)-1-Methyl-2-methylaminocarbonyl-4-acetylthiopyrrolidine (215 mg) was dissolved in methanol (2.4 ml), and a solution of sodium methoxide (54 mg) in methanol (1.2 ml) was added thereto at room temperature under nitrogen stream, followed by stirring at the same temperature for 3 minutes. To the reaction mixture, 6N hydrochloric acid (0.38 ml) was added, and the solvent was distilled off. The residue was dissolved in a mixture of dichloromethane and methanol (4:1) and dried over magnesium sulfate. Removal of the solvent gave (2S,4S)-1-methyl-2-methylaminocarbonyl4-mercaptopyrrolidine hydrochloride.

Workup

  1. customat room temperature
  2. distillationthe solvent was distilled off
  3. dissolutionThe residue was dissolved in a mixture of dichloromethane and methanol (4:1)
  4. dry with materialdried over magnesium sulfate
  5. customRemoval of the solvent

Sources & evidence

ORD record
ord-b0ca5d4c7b854f6887cfcf2422155f62
Source dataset
uspto-grants-1992_03
Patent number
US05093328

Reaction notes

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