Hydrochloric Acid → HCID 17859020, compound

HRID 1372723Notes

Reaction equation

HRID 1372723 reaction equation
[Cl:1][C:2]1[C:3]([NH:15][C:16]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][N:19]=2)=[O:17])=[CH:4][C:5]([F:14])=[C:6]([CH2:8][C:9]([O:11]CC)=[O:10])[CH:7]=1.[OH-].[Na+].Cl>C1COCC1>[Cl:1][C:2]1[C:3]([NH:15][C:16]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][N:19]=2)=[O:17])=[CH:4][C:5]([F:14])=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58778619HCID 58778619, compound

Product 1

HCID 17859020HCID 17859020, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl (5-chloro-2-fluoro-4-((1-isoquinolinylcarbonyl)amino)phenyl)acetate (690 mg, 1.78 mmol) was dissolved in THF (18 ml). To the resulting solution was added 0.25N NaOH (10.7 ml, 2.68 mmol), and the resulting mixture was stirred at room temperature for 7 hours. The reaction mixture was poured into 1N HCl (3.0 ml). The crystals thus precipitated were collected by filtration under reduced pressure, washed with water, and dried under reduced pressure to give (5-chloro-2-fluoro-4-((1-isoquinolinylcarbonyl)amino)phenyl)acetic acid (583 mg, 91%) as a pale yellow solid.

Workup

  1. customThe crystals thus precipitated
  2. filtrationwere collected by filtration under reduced pressure
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-fa3960e564824670a34638f64396e897
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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