Hydrochloric Acid → HCID 68639813, compound

HRID 506843Notes

Reaction equation

HRID 506843 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=3)[CH:11]([CH2:21][CH2:22][CH:23]([O:30][Si](C(C)(C)C)(C)C)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:10]2=[O:38])=[CH:5][CH:4]=1.C(=O)([O-])O.[Na+]>O1CCCC1>[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=3)[CH:11]([CH2:21][CH2:22][CH:23]([OH:30])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:10]2=[O:38])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 686400691-(4-Amino-phenyl)-3-[3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propyl]-4-(3-methoxy-phenyl)-azetidin-2-on

Product 1

HCID 68639813HCID 68639813, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

15 ml of 2N aqueous hydrochloric acid are added to 2.3 g of product 5 in 20 ml of tetrahydrofuran and stirred for 2 h. An aqueous solution of sodium hydrogencarbonate is added to the reaction and extracted by ethylacetate. The organic phase is dried by magnesium sulfate, evaporated and purified by chromatography on silica gel (ethylacetate/heptane=1/1->1/0). 1.1 g of product 6 is obtained in form of a colorless compound in solid form: C25H26N2O3 (402.50) MS (ESI+) 403.2 (M+H+).

Workup

  1. extractionextracted by ethylacetate
  2. dry with materialThe organic phase is dried by magnesium sulfate
  3. customevaporated
  4. custompurified by chromatography on silica gel (ethylacetate/heptane=1/1->1/0)

Sources & evidence

ORD record
ord-f0456610e91b421a91e46f79294de2d0
Source dataset
uspto-grants-2010_08
Patent number
US07786103B2

Reaction notes

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