Hydrochloric Acid → HCID 58485292, compound

HRID 1046269Notes

Reaction equation

HRID 1046269 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[CH:19]=[CH:18][C:17]([C@@H:20]([N:22]3[CH2:27][CH2:26][C@:25]([CH2:34][C:35]([OH:38])([CH3:37])[CH3:36])([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[O:24][C:23]3=[O:39])[CH3:21])=[CH:16][CH:15]=2)[N:9]=1)=[O:7])C.Cl>CO>[OH:38][C:35]([CH3:36])([CH3:37])[CH2:34][C@@:25]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[O:24][C:23](=[O:39])[N:22]([C@H:20]([C:17]2[CH:18]=[CH:19][C:14]([C:10]3[N:9]=[C:8]([C:6]([OH:7])=[O:5])[CH:13]=[CH:12][CH:11]=3)=[CH:15][CH:16]=2)[CH3:21])[CH2:27][CH2:26]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58485384HCID 58485384, compound

Product 1

HCID 58485292HCID 58485292, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 M aqueous NaOH solution (0.80 mL) was added to a solution of 6-(4-{(S)-1-[(S)-6-(2-hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-phenyl)-pyridine-2-carboxylic acid ethyl ester (0.55 g) in methanol (3 mL) and the resulting solution was stirred at room temperature overnight. Then, the solution was acidified using 1 M hydrochloric acid and the resulting mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine and dried (MgSO4). The solvent was evaporated to give the title compound. Yield: 0.49 g (95% of theory); Mass spectrum (ESI−): m/z=473 [M−H]−.

Workup

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (MgSO4)
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-902314f45bcb4bd1bb7d24693bf7c8b0
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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