Hydrochloric Acid → HCID 178453717, compound

HRID 1404365Notes

Reaction equation

HRID 1404365 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:21][CH2:22][NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[CH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([O:18]CC)=[O:17])[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1COCC1.O.[OH-].[Li+].Cl>CO.C(OCC)(=O)C.O>[C:1]([O:5][C:6]([N:8]([CH2:21][CH2:22][NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[C@H:9]1[CH2:10][CH2:11][C@H:12]([CH2:15][C:16]([OH:18])=[O:17])[CH2:13][CH2:14]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 86722970HCID 86722970, compound

Product 1

HCID 178453717HCID 178453717, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of ethyl 2-[4-[tert-butoxycarbonyl-[2-(methanesulfonamido)ethyl]amino]cyclohexyl]acetate (0.842 g, 2.06 mmol) in methanol (4 mL); THF (4 mL) and water (4 mL) was added lithium hydroxide monohydrate (252 mg, 6 mmol). The resulting solution was stirred for 2 hours then acidified with HCl (7 mL, 1M aq.), diluted with ethyl acetate, washed with brine, dried over magnesium sulfate and concentrated. The residue was triturated with ether to give the title compound as a solid.

Workup

  1. washwashed with brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-b55c948c1b7e467b886b0cad7f5125c9
Source dataset
uspto-grants-2014_12
Patent number
US08912169B2

Reaction notes

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