HCID 67866150, compound → HCID 15612111, compound

HRID 580410Notes

Reaction equation

HRID 580410 reaction equation
CN(C)CC[N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([C:16]([F:19])([F:18])[F:17])[C:10]=2[CH2:9][C@H:8]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)[C@H:7]([CH2:28][CH:29]=[CH2:30])[C:6]1=[O:31]>C(OCC)(=O)C.[Pd]>[CH3:27][O:26][C:23]1[CH:24]=[CH:25][C:20]([CH:8]2[CH2:9][C:10]3[C:15]([C:16]([F:17])([F:18])[F:19])=[CH:14][CH:13]=[CH:12][C:11]=3[NH:5][C:6](=[O:31])[CH:7]2[CH2:28][CH2:29][CH3:30])=[CH:21][CH:22]=1

Participants

4

Reactant 1

HCID 67866150HCID 67866150, compound

Product 1

HCID 15612111HCID 15612111, compoundYield 100.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(cis)-1-[2-(Dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-3-(2-propenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (4.25 g; 11.3 mmole) was dissolved in ethyl acetate (65 ml). Palladium on charcoal (0.86 g) was added to the degassed solution, and the mixture was placed on a Parr apparatus for four hours. The material was filtered through a pad of Celite and concentrated giving 4.3 g of crystalline solid.

Workup

  1. filtrationThe material was filtered through a pad of Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a7dbfda8517044a2a23c07b3f50406b9
Source dataset
uspto-grants-1988_06
Patent number
US04752645

Reaction notes

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