Hydrochloric Acid → HCID 60073837, compound

HRID 1061679Notes

Reaction equation

HRID 1061679 reaction equation
[OH-].[Li+].[C:3]([N:6]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:13]=2)[N:9]([CH2:26][C:27]([O:29]CC2C=CC=CC=2)=[O:28])[C:8](=[O:37])[C@H:7]1[CH:38]([CH3:40])[CH3:39])(=[O:5])[CH3:4].C(OCC)C.Cl>C(O)C>[C:3]([N:6]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:13]=2)[N:9]([CH2:26][C:27]([OH:29])=[O:28])[C:8](=[O:37])[C@H:7]1[CH:38]([CH3:40])[CH3:39])(=[O:5])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 3939Lithium HydroxideHCID 60073829HCID 60073829, compound

Product 1

HCID 60073837HCID 60073837, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 4 N aqueous lithium hydroxide solution (1.5 ml) is added to a solution of benzyl {(3R)-4-acetyl-6-(3-benzyloxyphenyl)-3-isopropyl-2-oxo-1,2,3,4-tetrahydropyrazin-1-yl}acetate (276 mg, Reference compound No. 63-1) in ethanol (8 ml)/diethyl ether (2 ml), and the mixture is stirred overnight. To the reaction mixture is added 6 N hydrochloric acid to acidify the system, and the whole is extracted with ethyl acetate. The extract is washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the titled reference compound (215 mg).

Workup

  1. extractionthe whole is extracted with ethyl acetate
  2. washThe extract is washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e78a60c2df0b44cea0dab961f9893257
Source dataset
uspto-grants-2005_11
Patent number
US06960575B2

Reaction notes

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