Triethylsilane → HCID 43581078, compound

HRID 1487111Notes

Reaction equation

HRID 1487111 reaction equation
[O:1]=[S:2]1(=[O:19])[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=2)=[O:9])[CH2:4][CH2:3]1.C([SiH](CC)CC)C>CO.[Pd]>[NH2:16][C:12]1[CH:11]=[C:10]([C:8]([N:5]2[CH2:4][CH2:3][S:2](=[O:19])(=[O:1])[CH2:7][CH2:6]2)=[O:9])[CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 12052TriethylsilaneHCID 89828064HCID 89828064, compound

Product 1

HCID 43581078HCID 43581078, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of (1,1-dioxidothiomorpholino)(3-nitrophenyl)methanone (3.5 g, 12.31 mmol) in MeOH (20 ml) was added Pd—C (10%, 350 mg) followed by slow addition of triethylsilane (8.5 ml) at RT. Reaction was stirred at RT for 1 h. Reaction mixture was filtered through celite and washed with methanol (50 ml). Filtrate was concentrated under vacuum and triturated in hexane to get crude product (2.8 gm).

Workup

  1. customReaction
  2. customReaction mixture
  3. filtrationwas filtered through celite
  4. washwashed with methanol (50 ml)
  5. concentrationFiltrate was concentrated under vacuum
  6. customtriturated in hexane

Sources & evidence

ORD record
ord-9337cb3b66774a06b373942d61fa3763
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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