HCID 66596945, compound → HCID 66597104, compound

HRID 1518625Notes

Reaction equation

HRID 1518625 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]([NH:11][C:12]2[CH:13]=[C:14]([CH2:24][CH2:25][CH2:26][C:27]([O:29]CC3C=CC=CC=3)=[O:28])[CH:15]=[CH:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:10])[CH2:4][CH2:3]1>C(OCC)(=O)C.[OH-].[Pd+2].[OH-].[C]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([O:8][C:9]([NH:11][C:12]2[CH:13]=[C:14]([CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])[CH:15]=[CH:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:10])[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 66596945HCID 66596945, compound

Product 1

HCID 66597104HCID 66597104, compoundYield 1,013.6%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Benzyl 4-[3-({[(1-methylpiperidin-4-yl)oxy]carbonyl}amino)-4-phenylphenyl]butyrate (25.8 g, 5.30 mmol) was dissolved in ethyl acetate (250 mL), 10% palladium hydroxide-carbon (5 g) was added thereto, and the mixture was stirred under a hydrogen atmosphere at room temperature for 3 days and, thereafter, at 50° C. for 6 hours. After filtering the reaction solution through celite, the filtrate was concentrated under reduced pressure to obtain 4-[3-({[(1-methylpiperidin-4-yl)oxy]carbonyl}amino)-4-phenylphenyl]butyric acid (21.3 g).

Workup

  1. waitat 50° C. for 6 hours
  2. filtrationAfter filtering the reaction solution through celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d188d45e572842dc9e350cd84e47f770
Source dataset
uspto-grants-2015_07
Patent number
US09072734B2

Reaction notes

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