HCID 131736031, compound → HCID 117759933, compound

HRID 1049577Notes

Reaction equation

HRID 1049577 reaction equation
[C:1]([CH:3]1[CH2:5][CH:4]1[C:6]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][O:20][CH2:21][O:22][CH3:23])[CH:14]=1)=[CH:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])#[N:2]>C(OCC)(=O)C.[Pd]>[C:1]([CH:3]1[CH2:5][CH:4]1[CH:6]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][O:20][CH2:21][O:22][CH3:23])[CH:14]=1)[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])#[N:2]

Participants

4

Reactant 1

HCID 131736031HCID 131736031, compound

Product 1

HCID 117759933HCID 117759933, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of ethyl 3-(2-cyanocyclopropyl)-3-(3-((methoxymethoxy)methyl)phenyl)acrylate (490 mg) obtained in Example 86, step 4, in ethyl acetate (8 mL) was added 10% palladium-activated carbon (100 mg) and, under a hydrogen atmosphere, the mixture was stirred at room temperature for 1 hr. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give a crude product (459 mg) of the title compound as a colorless oil. This compound was used for the next step without further purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-238692ae0b614876a5bfbcf309bf6e2f
Source dataset
uspto-grants-2016_07
Patent number
US09382188B2

Reaction notes

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