Ethanol → HCID 69103443, compound

HRID 2220387Notes

Reaction equation

HRID 2220387 reaction equation
[CH:1]([S:4][C:5]1[CH:6]=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]([CH3:31])([NH:24]C(=O)C(F)(F)F)[CH3:23])=[CH:17][CH:16]=2)[CH:8]=[CH:9][C:10]=1[C:11](OC)=[O:12])([CH3:3])[CH3:2].[OH-].[Na+].[CH2:34]([OH:36])[CH3:35]>>[NH2:24][C:22]([CH3:23])([CH3:31])[CH2:21][C:18]1[CH:17]=[CH:16][C:15]([C:7]2[CH:8]=[CH:9][C:10]([C:11]([O:36][CH2:34][CH3:35])=[O:12])=[C:5]([S:4][CH:1]([CH3:3])[CH3:2])[CH:6]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 86598949HCID 86598949, compound

Product 1

HCID 69103443HCID 69103443, compound

Procedure

To a solution of methyl 3-(isopropylthio)-4′-[2-methyl-2-[(trifluoroacetyl)amino]propyl]-4-biphenylcarboxylate (810 mg) in ethanol was added sodium hydroxide aqueous solution (1M, 9 ml) at room temperature and stirred under reflux for 4 hours. The resultant mixture was evaporated. The residue was dissolved with hydrogen chloride solution in ethanol (5.5M, 12 ml) and stirred at room temperature overnight. The resultant mixture was evaporated and dried to give ethyl 4′-(2-amino-2-methylpropyl)-3-(isopropylthio)-4-biphenylcarboxylate (384 mg).

Workup

  1. temperatureunder reflux for 4 hours
  2. customThe resultant mixture was evaporated
  3. dissolutionThe residue was dissolved with hydrogen chloride solution in ethanol (5.5M, 12 ml)
  4. stirringstirred at room temperature overnight
  5. customThe resultant mixture was evaporated
  6. customdried

Sources & evidence

ORD record
ord-f60727097fc94f3d94c0b24a3d79e783
Source dataset
uspto-grants-2008_08
Patent number
US07417060B2

Reaction notes

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