HCID 67361944, compound → HCID 59152645, compound

HRID 1804769Notes

Reaction equation

HRID 1804769 reaction equation
Cl.[CH3:2][C@@H:3]1[C@@H:8]([OH:9])[CH2:7][CH2:6][N:5]([CH2:10][CH2:11][C:12]23[CH2:19][CH2:18][CH:15]([CH2:16][CH2:17]2)[NH:14][O:13]3)[CH2:4]1>CO.[Pd]>[NH2:14][CH:15]1[CH2:16][CH2:17][C:12]([CH2:11][CH2:10][N:5]2[CH2:6][CH2:7][C@H:8]([OH:9])[C@@H:3]([CH3:2])[CH2:4]2)([OH:13])[CH2:19][CH2:18]1

Participants

4

Reactant 1

HCID 67361944HCID 67361944, compound

Product 1

HCID 59152645HCID 59152645, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

10% Pd—C (240 mg) is placed into a round-bottom flask under an argon atmosphere and covered with methanol. A solution of (3S,4S)-3-Methyl-1-[2-(2-oxa-3-aza-bicyclo[2.2.2]oct-1-yl)-ethyl]-piperidin-4-ol (13) (584 mg, 2.3 mmol) in 20 ml of methanol is added and the mixture is hydrogenated for 2 h at room temperature. Then the mixture is filtrated over celite and evaporated under reduced pressure. The product was used in the next step without further purification.

Workup

  1. filtrationThen the mixture is filtrated over celite
  2. customevaporated under reduced pressure
  3. customThe product was used in the next step without further purification

Sources & evidence

ORD record
ord-a4009fd2c65949e9b785aee14017b0ef
Source dataset
uspto-grants-2013_01
Patent number
US08354431B2

Reaction notes

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