HCID 59731936, compound → HCID 59731967, compound

HRID 132367Notes

Reaction equation

HRID 132367 reaction equation
[CH3:1][O:2][C:3](=[O:28])[CH2:4][C@H:5]1[C:21](=[O:22])[N:20]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:19][C:8]2[C:9]3[CH:10]=[N:11][NH:12][C:13]=3[C:14]([C:16]([CH3:18])=[CH2:17])=[CH:15][C:7]=2[CH2:6]1.[H][H]>C(OCC)(=O)C.CO.[Pd]>[CH3:1][O:2][C:3](=[O:28])[CH2:4][C@H:5]1[C:21](=[O:22])[N:20]([CH2:23][C:24]([CH3:25])([CH3:27])[CH3:26])[CH2:19][C:8]2[C:9]3[CH:10]=[N:11][NH:12][C:13]=3[C:14]([CH:16]([CH3:18])[CH3:17])=[CH:15][C:7]=2[CH2:6]1

Participants

6

Reactant 2

HCID 59731936HCID 59731936, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59731967HCID 59731967, compoundYield 90%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

[(S)-9-(2,2-Dimethyl-propyl)-4-isopropenyl-8-oxo-3,6,7,8,9,10-hexahydro-2,3,9-triaza-cyclohept[e]inden-7-yl]-acetic acid methyl ester (100 mg, 0.26 mmol) was dissolved in a mixture of ethyl acetate (5.0 mL) and methanol (5.0 mL). A catalytic amount of 10% palladium on carbon was added to the mixture. Reaction vessel was placed on a Parr apparatus and charged with 50 psi of hydrogen gas. Reaction shook at room temperature for 1 hour. Mixture was filtered and the filtrate was concentrated to dryness. Title compound was obtained as brown residue in 90% yield. MS m/e (M+H)+=386.3.

Workup

  1. customReaction vessel
  2. customReaction
  3. filtrationMixture was filtered
  4. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-601214d53434473da244e8ccf448e816
Source dataset
uspto-grants-2008_06
Patent number
US07384931B2

Reaction notes

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