Hydrochloric Acid → HCID 57722472, compound

HRID 1931224Notes

Reaction equation

HRID 1931224 reaction equation
[F:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:22])[C:12]([O:20][CH3:21])=[C:13]([C:16]([O:18]C)=[O:17])[NH:14][CH:15]=2)=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[CH2:6]([O:22][C:11]1[C:10]([C:8](=[O:9])[NH:7][CH2:6][C:5]2[CH:23]=[CH:24][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:15][N:14]=[C:13]([C:16]([OH:18])=[O:17])[C:12]=1[O:20][CH3:21])[C:5]1[CH:23]=[CH:24][CH:2]=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57722476HCID 57722476, compound

Product 1

HCID 57722472HCID 57722472, compoundYield 109%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound 28 (900 mg, 2.12 mmol) was dissolved in methanol (8 ml), and a 2N aqueous sodium hydroxide solution (4 ml) was added. The solution was stirred at room temperature for 2 hours, 2 M hydrochloric acid (3 ml) was added, and crystals were collected by filtration. 4-Benzyloxy-5-(4-fluoro-benzylcarbamoyl)-3-methoxy-pyridine-2-carboxylic acid 29 (474 mg, 54%) was obtained as a colorless crystal.

Workup

  1. filtrationcrystals were collected by filtration

Sources & evidence

ORD record
ord-d70c3857d33943569ea3effa512e75fe
Source dataset
uspto-grants-2012_05
Patent number
US08188271B2

Reaction notes

Loading…