tert-Butyl 2-oxopiperidine-1-carboxylate → HCID 57461151, compound

HRID 2066896Notes

Reaction equation

HRID 2066896 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([O:7][NH2:8])[CH2:3][CH2:2]1.[C:9]([N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][C:17]1=O)([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]>C(O)C>[C:12]([O:11][C:9]([N:16]1[CH2:21][CH2:20][C:19](=[N:8][O:7][CH:4]2[CH2:5][CH2:6][NH:1][CH2:2][CH2:3]2)[CH2:18][CH2:17]1)=[O:10])([CH3:15])([CH3:13])[CH3:14]

Participants

4

Reactant 2

HCID 7577838tert-Butyl 2-oxopiperidine-1-carboxylateHCID 10313450HCID 10313450, compound

Product 1

HCID 57461151HCID 57461151, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

1.16 g (10 mmol) of crude 70b in 20 mL of ethanol was treated with boc-piperidinone (1.99 g, 10 mmol) and NaOAc.3H2O (2.04 g, 15 mmol). The reaction was heated up to 70° C. overnight. The ethanol was evaporated to 3 mL and the solution was diluted with water and a fine precipitate was filtered. The solid was dissolved in DCM, dried and concentrated to give 0.65 g of solid. The filtrate was extracted with ethyl acetate 3 times, dried and combined with the solid to give 1.1 g of crude 70c.

Workup

  1. customThe ethanol was evaporated to 3 mL
  2. additionthe solution was diluted with water
  3. filtrationa fine precipitate was filtered
  4. dissolutionThe solid was dissolved in DCM
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8a4317e0b56f40ddbf9febbe07577139
Source dataset
uspto-grants-2012_10
Patent number
US08293729B2

Reaction notes

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