HCID 131716375, compound → HCID 136344250, compound

HRID 1669373Notes

Reaction equation

HRID 1669373 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]([CH3:9])[C:4](=[O:10])[C:3]=1[C:11](=[O:31])[CH:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH2:21][CH2:22][NH:23]C(OC(C)(C)C)=O)[CH:15]=1.[I-].C[SiH](C)C>C(Cl)(Cl)Cl>[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]([CH3:9])[C:4](=[O:10])[C:3]=1[C:11](=[O:31])[CH:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH2:21][CH2:22][NH2:23])[CH:15]=1

Participants

4

Reactant 2

HCID 131716375HCID 131716375, compound2×HCID 136337340HCID 136337340, compound

Product 1

HCID 136344250HCID 136344250, compoundYield 46.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 70 mg of 4-hydroxy-3-[3-[3-[N-(t-butoxycarbonyl)-2-aminoethoxy]phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone and 7 ml of chloroform was added 23 μl of trimethylsilane iodide, this was stirred at room temperature for 30 minutes, 46 μl of trimethylsilane iodide was further added, and this was stirred at room temperature for 30 minutes. The solvent was distilled off under reduced pressure, and the resulting crystals were filtered, and washed to obtain 25 mg of 4-hydroxy-3-[3-[3-(2-aminoethoxy)phenyl]-1-oxo-2-propenyl]-1,6-dimethyl-2(1H)-pyridinone [Compound No. (52a)] as a yellow crystal.

Workup

  1. stirringthis was stirred at room temperature for 30 minutes
  2. distillationThe solvent was distilled off under reduced pressure
  3. filtrationthe resulting crystals were filtered
  4. washwashed

Sources & evidence

ORD record
ord-c2d1852f7c55439fa15989aec08e9c29
Source dataset
uspto-grants-2011_08
Patent number
US07989478B2

Reaction notes

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