HCID 118006716, compound → HCID 118007302, compound

HRID 1486802Notes

Reaction equation

HRID 1486802 reaction equation
C([O:8][CH2:9][C@@H:10]1[O:15][C@H:14]([CH2:16][CH3:17])[CH2:13][NH:12][CH2:11]1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[CH2:16]([C@@H:14]1[CH2:13][NH:12][CH2:11][C@H:10]([CH2:9][OH:8])[O:15]1)[CH3:17]

Participants

4

Reactant 1

HCID 118006716HCID 118006716, compound

Product 1

HCID 118007302HCID 118007302, compoundYield 93.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

Preparation of ER-887199: To a stirred solution of (2R,6R)-2-((benzyloxy)methyl)-6-ethylmorpholine (552.2 mg, 2.347 mmol) in MeOH (10 mL) was cycled over 10% Pd(OH)2 column with H2 gas at 1 atmosphere over 16 h using a H-Qube hydrogenation instrument. The completed reaction solution was concentrated and dried in vacuo to provide crude product, ((2R,6R)-6-ethylmorpholin-2-yl)methanol (320 mg, 2.204 mmol, 93.9% yield) that was used in the next step without further purification.

Workup

  1. customThe completed reaction solution
  2. concentrationwas concentrated
  3. customdried in vacuo

Sources & evidence

ORD record
ord-90281bf0c5c34a7d92f09181cd17c824
Source dataset
uspto-grants-2016_08
Patent number
US09428495B2

Reaction notes

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