Hydrochloric Acid → HCID 58636727, compound

HRID 1158991Notes

Reaction equation

HRID 1158991 reaction equation
C[O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]#[N:19])[CH:13]=2)[C:7]([CH3:20])=[N:6][C:5]=1[CH:21]1[CH2:23][CH2:22]1.[OH-].[Na+].Cl>CO>[C:18]([C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[CH2:11][O:10][C:8]1[C:7]([CH3:20])=[N:6][C:5]([CH:21]2[CH2:23][CH2:22]2)=[C:4]([CH:9]=1)[C:3]([OH:24])=[O:2])#[N:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58636744HCID 58636744, compound

Product 1

HCID 58636727HCID 58636727, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 5-(3-cyano-benzyloxy)-2-cyclopropyl-6-methyl-nicotinic acid methyl ester (184) (500 mg, 1.55 mmol) in methanol (10 mL), added aqueous sodium hydroxide (10 mL, 1N) and stirred at room temperature for 3 days. Hydrochloric acid (5 mL, 12N) was added to the reaction mixture and methyl alcohol was evaporated. The precipitate was collected by filtration to give 5-(3-cyano-benzyloxy)-2-cyclopropyl-6-methyl-nicotinic acid (185) (300 mg, 63% yield).

Workup

  1. customwas evaporated
  2. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-e229864144914edeacdad56c5061ade3
Source dataset
uspto-grants-2010_10
Patent number
US07812037B2

Reaction notes

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