Hydrochloric Acid → HCID 68814661, compound

HRID 732391Notes

Reaction equation

HRID 732391 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([CH:10]2[O:15][CH2:14][CH2:13][CH2:12][O:11]2)[N:7]=[C:6]([NH:16][C@H:17]([CH2:19][CH3:20])[CH3:18])[CH:5]=1.[OH-].[Li+].Cl>CO>[C@@H:17]([NH:16][C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([CH:10]2[O:15][CH2:14][CH2:13][CH2:12][O:11]2)[N:7]=1)[C:3]([OH:21])=[O:2])([CH2:19][CH3:20])[CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 68817329HCID 68817329, compound

Product 1

HCID 68814661HCID 68814661, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Dissolve (S)-2-sec-butylamino-6-[1,3]dioxan-2-yl-isonicotinic acid methyl ester (100 mg, 0.35 mmol) in methanol (4 mL). Slowly add 1 N lithium hydroxide (0.46 mL) and stir overnight at room temperature. Acidify the mixture to about pH=6 with 5 N HCl and concentrate. Dilute with ethyl acetate (15 mL), wash the organic layer with saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound.

Workup

  1. concentrationconcentrate
  2. additionDilute with ethyl acetate (15 mL)
  3. washwash the organic layer with saturated aqueous sodium chloride
  4. dry with materialdry (magnesium sulfate)
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-6e30c704092b43a4902e8467e86ab854
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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