Water → 6-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-2-(pyridin-4-ylmethyl)-1,2-dihydroisoquinoline-4-carboxylic acid

HRID 907282Notes

Reaction equation

HRID 907282 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH3:35])=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][C:25]3[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=3)[CH:17]=[C:16]4[C:31]([O:33]C)=[O:32])[CH:12]=2)=[O:6])[CH2:3][CH2:2]1.[OH-].[Na+].O>CO>[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH3:35])=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][C:25]3[CH:26]=[CH:27][N:28]=[CH:29][CH:30]=3)[CH:17]=[C:16]4[C:31]([OH:33])=[O:32])[CH:12]=2)=[O:6])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 575518056-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-2-(pyridin-4-ylmethyl)-1,2-dihydroisoquinoline-4-carboxylic acid, methyl ester

Product 1

HCID 575517776-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-2-(pyridin-4-ylmethyl)-1,2-dihydroisoquinoline-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a mixture of the product of step ii) (0.7 g) in methanol (15 mL) was added a 5M aqueous solution of sodium hydroxide (1.8 mL) and the reaction heated at 50° C. for 6 hours. The reaction mixture was allowed to cool to room temperature and then treated with water (20 mL). The precipitate was collected by filtration, washed with water and dried to give the sub-title compound (0.52 g).

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-c7cc9d58e7424892bac20f21e7d67950
Source dataset
uspto-grants-2011_09
Patent number
US08012979B2

Reaction notes

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