Sodium Bicarbonate → HCID 66975307, compound

HRID 1022675Notes

Reaction equation

HRID 1022675 reaction equation
[NH2:1][C:2](=[O:26])[CH2:3][CH:4]1[CH:10]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)[O:9][CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]1.Cl.C(O)C.C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[ClH:17].[Cl:18][C:13]1[CH:12]=[C:11]([CH:10]2[O:9][CH2:8][CH2:7][NH:6][CH2:5][CH:4]2[CH2:3][C:2]([NH2:1])=[O:26])[CH:16]=[CH:15][C:14]=1[Cl:17]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 21887872Ethanol hydrochlorideHCID 66975222HCID 66975222, compound

Product 1

HCID 66975307HCID 66975307, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl (6RS,7RS)-6-(2-amino-2-oxoethyl)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (100 mg) in ethyl acetate (0.5 ml) was added 2 N hydrogen chloride-ethanol solution (1 mL), and the mixture was stirred at room temperature for 3 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, and the mixture was extracted twice with ethyl acetate. The combined organic layers were washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. To the residue was added 1 N hydrochloric acid. The solvent was evaporated under reduced pressure to give the title compound (14 mg).

Workup

  1. extractionthe mixture was extracted twice with ethyl acetate
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. additionTo the residue was added 1 N hydrochloric acid
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-9cc92c75dac44e9c826265629d8db4bb
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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