HCID 58562578, compound → HCID 58562500, compound

HRID 1896953Notes

Reaction equation

HRID 1896953 reaction equation
[Si:1]([C:8]1[S:9][C:10]([C:13]2([OH:29])[CH2:18][CH2:17][N:16](C(OCC3C=CC=CC=3)=O)[CH2:15][CH2:14]2)=[CH:11][N:12]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[H][H]>CO.[C].[Pd]>[Si:1]([C:8]1[S:9][C:10]([C:13]2([OH:29])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:11][N:12]=1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 58562578HCID 58562578, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58562500HCID 58562500, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 178418390HCID 178418390, compoundSolvent

Conditions

Temperature
50 °C

Procedure

Into a 100 mL round-bottom flask, was placed a solution of benzyl 4-(2-(tert-butyldimethylsilyl)thiazol-5-yl)-4-hydroxypiperidine-1-carboxylate (as prepared in the previous step) (3 g, 6.94 mmol, 1.00 equiv) in methanol (20 mL) and Palladium carbon (0.3 g). Hydrogen was introduced into the above mixture. Under H2 atmosphere, the resulting solution was stirred overnight at 50° C. in an oil bath. The solids were filtered out. The resulting mixture was concentrated under vacuum. The title compound was obtained as a white solid.

Workup

  1. customInto a 100 mL round-bottom flask, was placed
  2. filtrationThe solids were filtered out
  3. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-c3699a0075564b95b97298ab5d0d817b
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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