Methanethiol → HCID 19969723, compound

HRID 974882Notes

Reaction equation

HRID 974882 reaction equation
CC(C)([O-])C.[K+].[CH3:7][SH:8].[C:9]([O:13][C:14]([N:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH2:28]OS(C)(=O)=O)[CH2:18][CH2:17]1)=[O:15])([CH3:12])([CH3:11])[CH3:10]>CCO>[C:9]([O:13][C:14]([N:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH2:28][S:8][CH3:7])[CH2:18][CH2:17]1)=[O:15])([CH3:11])([CH3:10])[CH3:12]

Participants

5

Reactant 3

HCID 878MethanethiolHCID 19969748HCID 19969748, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 19969723HCID 19969723, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Potassium t-butoxide (159 mg, 1,42 mmol) in 15 mL of abs. EtOH was saturated with methyl mercaptan gas. To this mixture was added 1-t-butoxycarbonyl-4-(2-(methanesulfonyloxymethyl)phenyl)-piperazine (0.94 mmol, which was generated according to the procedure described in Step C of Example 9). The resulting mixture was refluxed for 50 min and concentrated. The residue was purified by preparative TLC (20% EtOAc in Hex) to give the title compound (157 mg).

Workup

  1. temperatureThe resulting mixture was refluxed for 50 min
  2. concentrationconcentrated
  3. customThe residue was purified by preparative TLC (20% EtOAc in Hex)

Sources & evidence

ORD record
ord-da3aad95f0ec48ad9a75fbfe5c174f02
Source dataset
uspto-grants-1997_03
Patent number
US05607936

Reaction notes

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