Hydrochloric Acid → HCID 57584048, compound

HRID 910626Notes

Reaction equation

HRID 910626 reaction equation
[OH-].[Na+].C(O)C.[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[C:17]=2[NH:23][C:24]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[C:33](=[O:51])[N:34]([CH2:38][CH2:39][N:40]4[CH2:45][CH2:44][CH:43]([C:46]([O:48]CC)=[O:47])[CH2:42][CH2:41]4)[CH:35]=[CH:36][CH:37]=3)=[CH:28][CH:27]=2)=[O:25])=[O:15])=[N:11][CH:12]=1.Cl>O.O1CCCC1>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[C:17]=2[NH:23][C:24]([C:26]2[CH:27]=[CH:28][C:29]([C:32]3[C:33](=[O:51])[N:34]([CH2:38][CH2:39][N:40]4[CH2:41][CH2:42][CH:43]([C:46]([OH:48])=[O:47])[CH2:44][CH2:45]4)[CH:35]=[CH:36][CH:37]=3)=[CH:30][CH:31]=2)=[O:25])=[O:15])=[N:11][CH:12]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 57584192HCID 57584192, compound

Product 1

HCID 57584048HCID 57584048, compoundYield 88.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

An aqueous 1 M sodium hydroxide solution (3.0 ml) was added to an ethanol (5 ml)-tetrahydrofuran (5 ml) solution of ethyl 1-{2-[3-(4-{[(2-{[(5-chloropyridin-2-yl)amino]carbonyl}-6-hydroxyphenyl)amino]carbonyl}phenyl)-2-oxopyridin-1(2H)-yl]ethyl}piperidine-4-carboxylate (392 mg), followed by stirring at room temperature for 19 hours. 1 M hydrochloric acid (3.0 ml) and water (50 ml) were added to the reaction mixture, followed by extraction with chloroform-isopropanol. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 1-{2-[3-(4-{[(2-{[(5-chloropyridin-2-yl)amino]carbonyl}-6-hydroxyphenyl)amino]carbonyl}phenyl)-2-oxopyridin-1(2H)-yl]ethyl}piperidine-4-carboxylic acid (332 mg) as a pale yellow solid.

Workup

  1. extractionfollowed by extraction with chloroform-isopropanol
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-f028d36fc4e74cf8a6bac9e572e27ea2
Source dataset
uspto-grants-2011_09
Patent number
US08022208B2

Reaction notes

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