Sodium Sulfate → HCID 66976526, compound

HRID 1022802Notes

Reaction equation

HRID 1022802 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:11]([CH2:13][CH:14]1[O:20][CH2:19][CH2:18][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16][CH:15]1[C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=1)#[N:12].S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[NH2:12][CH2:11][CH2:13][CH:14]1[O:20][CH2:19][CH2:18][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16][CH:15]1[C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=1

Participants

6

Reactant 4

HCID 24436Sodium SulfateHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydrideHCID 66976414HCID 66976414, compound

Product 1

HCID 66976526HCID 66976526, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of aluminum chloride (190 mg) in THF (4.0 mL) was added lithium aluminum hydride (203 mg) under ice-cooling, and the mixture was stirred for 40 min. To this reaction solution was added dropwise a solution of tert-butyl (6RS,7RS)-7-(cyanomethyl)-6-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (550 mg) obtained in Example 483, step A in THF (4.0 ml), and the mixture was stirred at 0° C. for 1 hr under an argon atmosphere. To the reaction solution was added aqueous sodium sulfate solution, and the mixture was stirred for 1 hr, and filtered through celite. The solvent of the filtrate was evaporated under reduced pressure to give the title compound (404 mg).

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred at 0° C. for 1 hr under an argon atmosphere
  3. stirringthe mixture was stirred for 1 hr
  4. filtrationfiltered through celite
  5. customThe solvent of the filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4b6c98ad01c04f2fbc027b2bcd356ef1
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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