HCID 25258036, compound → HCID 59446287, compound

HRID 2265110Notes

Reaction equation

HRID 2265110 reaction equation
[CH3:1][Si:2]([CH3:30])([CH3:29])[C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([Si:25]([CH3:28])([CH3:27])[CH3:26])[CH:24]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[C:16](\[CH3:20])/[C:17]([OH:19])=[O:18])=[C:11]([F:21])[CH:10]=1)=[O:7].[H][H]>O1CCCC1.CO.[C].[Pd]>[CH3:28][Si:25]([CH3:26])([CH3:27])[C:23]1[CH:22]=[C:5]([CH:4]=[C:3]([Si:2]([CH3:1])([CH3:30])[CH3:29])[CH:24]=1)[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([CH3:20])[C:17]([OH:19])=[O:18])=[C:11]([F:21])[CH:10]=1)=[O:7]

Participants

6

Reactant 2

HCID 25258036HCID 25258036, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59446287HCID 59446287, compoundYield 94%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Compound 14 (214 mg) was dissolved in tetrahydrofuran (4.0 ml) and methanol (4.0 ml), and a 10% palladium carbon catalyst (70.0 mg) was added thereto. The obtained mixture was stirred at room temperature in a hydrogen atmosphere for 6 hours. The catalyst was removed by Cerite filtration, and the solvent was distilled off from the filtrate under reduced pressure. As a result, Compound 16 (202 mg, 94%) was obtained as an opalescent solid.

Workup

  1. customThe catalyst was removed by Cerite filtration
  2. distillationthe solvent was distilled off from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-1a4f3ea480244590a7a950fb47d5f5dc
Source dataset
uspto-grants-2010_12
Patent number
US07855300B2

Reaction notes

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