Hydrochloric Acid → HCID 58562882, compound

HRID 2175524Notes

Reaction equation

HRID 2175524 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-96a269a652984edd9b0da4dfc97a0fdc
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

Loading…