HCID 23531769, compound → HCID 69493921, compound

HRID 393507Notes

Reaction equation

HRID 393507 reaction equation
[OH:1][C@:2]1([C@:22]2([CH3:23])[C@H:8]([C:9]3[C@H:19]([CH2:20][CH2:21]2)[C@:17]2([CH3:18])[C:12](=[CH:13][C:14](=[O:24])[CH2:15][CH2:16]2)[CH2:11][CH:10]=3)[CH2:7][CH2:6]1)[C:3](=[O:5])[CH3:4]>COC1C=CN=CC=1.[Pd]>[OH:1][C@:2]1([C@:22]2([CH3:23])[C@H:8]([C:9]3[C@H:19]([CH2:20][CH2:21]2)[C@:17]2([CH3:18])[C@@H:12]([CH2:13][C:14](=[O:24])[CH2:15][CH2:16]2)[CH2:11][CH:10]=3)[CH2:7][CH2:6]1)[C:3](=[O:5])[CH3:4]

Participants

4

Reactant 1

HCID 23531769HCID 23531769, compound

Product 1

HCID 69493921HCID 69493921, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 692784-MethoxypyridineSolvent

Procedure

To a solution of 4 (20 mg) in 4-methoxypyridine (1.5 ml) was added palladium on carbon (20 mg, 10% palladium by weight). The resulting mixture was stirred at room temperature under a hydrogen-filled balloon for 16 h. The catalyst was filtered through a cotton-plugged pipette containing Celite. Removal of solvent by bulb-to-bulb distillation gave crude 5 (20 mg) as a nearly colorless solid.

Workup

  1. additionfilled balloon for 16 h
  2. filtrationThe catalyst was filtered through a cotton-plugged pipette
  3. additioncontaining Celite
  4. customRemoval of solvent
  5. distillationby bulb-to-bulb distillation

Sources & evidence

ORD record
ord-8b10db5151d54b34b2abdb1013643937
Source dataset
uspto-grants-2004_10
Patent number
US06808932B1

Reaction notes

Loading…