HCID 131731110, compound → HCID 131731111, compound

HRID 1916037Notes

Reaction equation

HRID 1916037 reaction equation
[CH2:1]([O:3][P:4]([CH:9]([P:28]([O:33][CH2:34][CH3:35])([O:30][CH2:31][CH3:32])=[O:29])[CH2:10][C:11]1[N:15]2[CH:16]=[CH:17][CH:18]=[C:19]([O:20]CC3C=CC=CC=3)[C:14]2=[N:13][CH:12]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)C>[CH2:34]([O:33][P:28]([CH:9]([P:4]([O:3][CH2:1][CH3:2])([O:5][CH2:6][CH3:7])=[O:8])[CH2:10][C:11]1[N:15]2[CH:16]=[CH:17][CH:18]=[C:19]([OH:20])[C:14]2=[N:13][CH:12]=1)(=[O:29])[O:30][CH2:31][CH3:32])[CH3:35]

Participants

3

Reactant 1

HCID 131731110HCID 131731110, compound

Product 1

HCID 131731111HCID 131731111, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

As shown in FIG. 7, [2-(8-Benzyloxy-imidazo[1,2-α]pyridin-3-yl)-1-(diethoxy-phosphoryl)-ethyl]-phosphonic acid diethyl ester 35 (Example 21) (1.5 g, 2.86 mmol) and ethanol (30 mL) were mixed in a 250-mL round bottomed flask and purged with nitrogen for 5 minutes. Palladium on carbon (10%, 50% wet, 1.5 g) was then added and the system purged for another 10 minutes. A balloon was then filled with hydrogen and attached to the reaction flask and the reaction allowed to proceed for 12 hours. The reaction mixture was then filtered through celite and concentrated under reduced pressure to afford 39. 860 mg, 72% yield. Dark yellow oil.

Workup

  1. additionwere mixed in a 250-mL round bottomed flask
  2. custompurged with nitrogen for 5 minutes
  3. additionPalladium on carbon (10%, 50% wet, 1.5 g) was then added
  4. customthe system purged for another 10 minutes
  5. additionA balloon was then filled with hydrogen
  6. filtrationThe reaction mixture was then filtered through celite and
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b47fe55468a942ac8f9edcd757cfe783
Source dataset
uspto-grants-2013_12
Patent number
US08618079B2

Reaction notes

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