Hydrochloric Acid → HCID 17858904, compound

HRID 1372725Notes

Reaction equation

HRID 1372725 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([CH2:24][C:25]([O:27]C)=[O:26])[CH:7]=[CH:8][C:9]=1[NH:10][C:11]([C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([F:23])[CH:21]=2)[CH:16]=[CH:15][N:14]=1)=[O:12].Cl>C1COCC1>[Cl:3][C:4]1[CH:5]=[C:6]([CH2:24][C:25]([OH:27])=[O:26])[CH:7]=[CH:8][C:9]=1[NH:10][C:11]([C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([F:23])[CH:21]=2)[CH:16]=[CH:15][N:14]=1)=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58778945HCID 58778945, compound

Product 1

HCID 17858904HCID 17858904, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In THF (5 ml), 0.25N NaOH (4 ml, 4.82 mmol) was added to methyl (3-chloro-4-((7-fluoro-1-isoquinolinylcarbonyl)amino)phenyl)acetate (100 mg, 0.27 mmol) and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was poured into 1N HCl (2.0 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-((7-fluoro-1-isoquinolinylcarbonyl)amino)phenyl)acetic acid (75 mg, 78%) as a colorless 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-dbf9edb9d1cc4e2599b70acb486ccc37
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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