Hydrochloric Acid → HCID 68814661, compound

HRID 1436535Notes

Reaction equation

HRID 1436535 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-8e25e46bf328413d8bd5dcc72cc11a8b
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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