Hydrochloric Acid → HCID 17858761, compound

HRID 1372722Notes

Reaction equation

HRID 1372722 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:21][C:22]([O:24]C)=[O:23])[CH:5]=[CH:6][C:7]=1[NH:8][C:9]([C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][N:12]=1)=[O:10].[OH-].[Na+].Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:21][C:22]([OH:24])=[O:23])[CH:5]=[CH:6][C:7]=1[NH:8][C:9]([C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][N:12]=1)=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58778725HCID 58778725, compound

Product 1

HCID 17858761HCID 17858761, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl (3-chloro-4-((1-isoquinolinylcarbonyl)amino)phenyl)acetate (1.14 g, 3.21 mmol) was dissolved in THF (33 ml). To the resulting solution was added 0.25N NaOH (19.3 ml, 4.82 mmol), and the mixture was stirred at room temperature for 14 hours. The reaction mixture was poured into 1N HCl (5.0 ml). The crystals thus precipitated were collected by filtration under reduced pressure, washed with water, and dried under reduced pressure to give (3-chloro-4-((1-isoquinolinylcarbonyl)amino)phenyl)acetic acid (1.07 g, 98%) as a brown 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-f0b30348e1d449e1952e969f69b4fb81
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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