Triethylsilane → HCID 89815392, compound

HRID 1487155Notes

Reaction equation

HRID 1487155 reaction equation
C([SiH](CC)CC)C.[N+:8]([C:11]1[CH:12]=[C:13]([C:17]2([C:20]([NH2:22])=[O:21])[CH2:19][CH2:18]2)[CH:14]=[CH:15][CH:16]=1)([O-])=O>CO.[Pd]>[NH2:8][C:11]1[CH:12]=[C:13]([C:17]2([C:20]([NH2:22])=[O:21])[CH2:19][CH2:18]2)[CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 12052TriethylsilaneHCID 89815261HCID 89815261, compound

Product 1

HCID 89815392HCID 89815392, compoundYield 79.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Triethylsilane (7.75 ml, 48.5 mmol) was added dropwise to a suspension of 1-(3-nitrophenyl)cyclopropanecarboxamide (1 g, 4.85 mmol) and Pd/C (10%, 250 mg) in MeOH (20 ml). Resulting suspension was stirred at RT for 20 min. and filtered through celite. The filtrate was evaporated and triturated in hexane to obtain the crystals which were collected by filtration to afford the title compound (0.68 g).

Workup

  1. customResulting suspension
  2. filtrationfiltered through celite
  3. customThe filtrate was evaporated
  4. customtriturated in hexane
  5. customto obtain the crystals which
  6. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-9b839ef82e6c44e38457ec6ad74e0949
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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