Hydrochloric Acid → HCID 59699472, compound

HRID 2234757Notes

Reaction equation

HRID 2234757 reaction equation
Cl.[F:2][CH2:3][C@@H:4]1[C@@H:8]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH2:18][F:19])(=[O:17])=[O:16])=[CH:11][CH:10]=2)[O:7]C(C)(C)[N:5]1C(OC(C)(C)C)=O>CO>[NH2:5][C@H:4]([CH2:3][F:2])[C@@H:8]([C:9]1[CH:10]=[CH:11][C:12]([S:15]([CH2:18][F:19])(=[O:17])=[O:16])=[CH:13][CH:14]=1)[OH:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68720375HCID 68720375, compound

Product 1

HCID 59699472HCID 59699472, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

A solution of 6N HCl (30 ml, 5.5 eq) was added to a solution of 16 (12.0 g) in 200 ml of MeOH at room temperature, and the reaction mixture was warmed up to 40° C. overnight. Methanol was removed in vacuo. The reaction mixture was washed with diethyl ether (50 ml×2). The aqueous solution was neutralized with 2N NaOH and extracted with ethyl acetate (100 ml×3). The organic layer was washed with brine, dried over sodium sulfate, and concentrated to provide the pure desired product (7.6 g).

Workup

  1. customMethanol was removed in vacuo
  2. washThe reaction mixture was washed with diethyl ether (50 ml×2)
  3. extractionextracted with ethyl acetate (100 ml×3)
  4. washThe organic layer was washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-e56939a9fa444f6980f01f69f06f2b94
Source dataset
uspto-grants-2010_05
Patent number
US07713950B2

Reaction notes

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