HCID 66681433, compound → HCID 66680966, compound

HRID 1964609Notes

Reaction equation

HRID 1964609 reaction equation
[N:1]1([C:5]([C:7]2[CH:40]=[CH:39][C:10]([O:11][C:12]3[CH:13]=[C:14]([C:24]4[NH:28][C:27]([C:29]([O:31]CC5C=CC=CC=5)=[O:30])=[CH:26][CH:25]=4)[CH:15]=[C:16]([O:18][C@@H:19]([CH3:23])[CH2:20][O:21][CH3:22])[CH:17]=3)=[C:9]([F:41])[CH:8]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1>C(O)C.[C].[Pd]>[N:1]1([C:5]([C:7]2[CH:40]=[CH:39][C:10]([O:11][C:12]3[CH:13]=[C:14]([C:24]4[NH:28][C:27]([C:29]([OH:31])=[O:30])=[CH:26][CH:25]=4)[CH:15]=[C:16]([O:18][C@@H:19]([CH3:23])[CH2:20][O:21][CH3:22])[CH:17]=3)=[C:9]([F:41])[CH:8]=2)=[O:6])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 66681433HCID 66681433, compound

Product 1

HCID 66680966HCID 66680966, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Benzyl 5-{3-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-[(1S)-2-methoxy-1-methylethoxy]phenyl}-1H-pyrrole-2-carboxylate (4.25 g, 7.61 mmol) synthesized in Example (660 was dissolved in ethanol (150 mL), and a 10% palladium carbon catalyst (804 mg) was added, followed by stirring for 2 hours under hydrogen atmosphere. The palladium carbon catalyst was removed by Celite filtration, and the solvent was distilled off under reduced pressure to afford the desired compound (3.45 g, yield 97%) as a white solid.

Workup

  1. customThe palladium carbon catalyst was removed by Celite filtration
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-7f3764a001584be786ae98a4186eed6e
Source dataset
uspto-grants-2013_04
Patent number
US08415359B2

Reaction notes

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