Hydrochloric Acid → HCID 58562882, compound

HRID 1896841Notes

Reaction equation

HRID 1896841 reaction equation
[CH2:1]([O:8][C:9]([N:11]([C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[CH:26]=2)[N:21]=[CH:20][CH:19]=1)[CH2:12][C:13]([O:15]CC)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li+].[OH-].Cl>CO.C1COCC1.O>[CH2:1]([O:8][C:9]([N:11]([C:18]1[C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[CH:26]=2)[N:21]=[CH:20][CH:19]=1)[CH2:12][C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58562908HCID 58562908, compound

Product 1

HCID 58562882HCID 58562882, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 2-(((benzyloxy)carbonyl)(6-(trifluoromethyl)quinolin-4-yl)amino)acetate (404 mg, 0.934 mmol, prepared in step E) in MeOH (15 mL) and THF (5 mL) and treated with a solution of LiOH (112 mg, 4.67 mol) in water (5 mL). After stirring at room temperature for xx hours, the pH was adjusted to ˜5 by the addition of aqueous HCl. After extraction with ethyl acetate, the organic layer was dried over Na2SO4 and concentrated in vacuo to yield the product.

Workup

  1. extractionAfter extraction with ethyl acetate
  2. dry with materialthe organic layer was dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customto yield the product

Sources & evidence

ORD record
ord-cf47c2472bb94d489a49ac1fb573daa3
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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