Hydrochloric Acid → HCID 25129245, compound

HRID 1402684Notes

Reaction equation

HRID 1402684 reaction equation
[OH:1][C@H:2]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[C@H:3]([NH:10][C:11](=[O:20])OCC1C=CC=CC=1)[CH2:4][N:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1.Cl.[CH3:30][CH2:31][OH:32]>[Pd]>[OH:1][C@H:2]([C:21]1[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[C@H:3]([NH:10][C:11](=[O:20])[CH2:30][CH2:31][O:32][C:24]1[CH:25]=[CH:26][C:21]([CH3:2])=[CH:22][CH:23]=1)[CH2:4][N:5]1[CH2:6][CH2:7][CH2:8][CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 59531008HCID 59531008, compound

Product 1

HCID 25129245HCID 25129245, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of benzyl(1R,2R)-1-hydroxy-1-(4-methoxyphenyl)-3-(pyrrolidin-1-yl)propan-2-ylcarbamate (0.10 g, 0.26 mmol) and Pd/C (5%, 21 mg) in EtOH (1 mL)/HCl (1 M, 50 μL) was degassed and hydrogen gas was added. The mixture was hydrogenated at atmospheric pressure for two hours. The mixture was filtered over celite and the solvent was removed to dryness. The product was obtained as a colorless oil (63.5 mg, 85% yield).

Workup

  1. customwas degassed
  2. additionhydrogen gas was added
  3. filtrationThe mixture was filtered over celite
  4. customthe solvent was removed to dryness

Sources & evidence

ORD record
ord-80a6d3c15e304df08e207dfa9f0bc1f2
Source dataset
uspto-grants-2014_12
Patent number
US08912177B2

Reaction notes

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