Lithium Hydroxide → HCID 90417364, compound

HRID 1748406Notes

Reaction equation

HRID 1748406 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[C:12]([C:17]([CH3:24])([CH3:23])[C:18]([O:20]CC)=[O:19])[CH:13]=[N:14]2)=[CH:9][CH:8]=1.[Li+].[OH-]>C1COCC1.CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[C:12]([C:17]([CH3:24])([CH3:23])[C:18]([OH:20])=[O:19])[CH:13]=[N:14]2)=[CH:9][CH:8]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 86301490HCID 86301490, compound

Product 1

HCID 90417364HCID 90417364, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(7-((3-chlorobenzyl)oxy)quinolin-3-yl)-2-methylpropanoate (Example 59, 300 mg, 0.78 mmol) in THF (2.6 mL) and MeOH (2.6 mL) was added LiOH (54 mg, 2.25 mmol) in H2O (2.6 mL). The reaction was stirred at ambient temperature overnight. The solvents were removed under reduced pressure, 10% HCl (aq.) (5 mL) was added and the precipitate was collected and dried under vacuum, the crude product was used without further purification in the next step.

Workup

  1. customThe solvents were removed under reduced pressure, 10% HCl (aq.) (5 mL)
  2. additionwas added
  3. customthe precipitate was collected
  4. customdried under vacuum
  5. customthe crude product was used without further purification in the next step

Sources & evidence

ORD record
ord-3b4398c9f6a3460fb379cfa7a578cd27
Source dataset
uspto-grants-2015_10
Patent number
US09150572B2

Reaction notes

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