Ethanol → HCID 136072030, compound

HRID 63770Notes

Reaction equation

HRID 63770 reaction equation
C([N:8]1[CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:12][C:11]([CH3:21])([CH3:20])[N:10]2[N:22]=[CH:23][C:24]([S:25]([C:28]([CH3:37])([C:30]3[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][CH:31]=3)[CH3:29])(=[O:27])=[O:26])=[C:9]12)C1C=CC=CC=1.C(O)C.[H][H]>C1COCC1.[Pd]>[CH3:20][C:11]1([CH3:21])[N:10]2[N:22]=[CH:23][C:24]([S:25]([C:28]([CH3:29])([C:30]3[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][CH:31]=3)[CH3:37])(=[O:27])=[O:26])=[C:9]2[NH:8][CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:12]1

Participants

6

Reactant 3

HCID 702EthanolHCID 57631931HCID 57631931, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 136072030HCID 136072030, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To 0.075 g (0.146 mmol) of 8 dissolved in 6 mL of 1:1 THF:ethanol was added 0.10 g of 10% palladium on carbon. The reaction vessel was capped with a rubber septum and charged with hydrogen via a balloon. After 2 h at room temperature, the catalyst was removed via filtration and the filtrate concentrated to give 0.056 g (91%) of the title compound as a white solid. MS Calcd.: 423. Found: 424 (M+H).

Workup

  1. customThe reaction vessel was capped with a rubber septum
  2. customthe catalyst was removed via filtration
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-1f3c515c5eda41e383dde93c8ccb13f1
Source dataset
uspto-grants-2016_09
Patent number
US09447100B2

Reaction notes

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