2-Pyridineethanamine → 1,8,8-Trimethyl-3-[2-(2-pyridinyl)ethyl]-3-azabicyclo[3.2.1]octane-2,4-dione

HRID 867944

Reaction equation

HRID 867944 reaction equation
[C:1]1(=[O:13])[O:10][C:8](=O)[CH:7]2[CH2:11][CH2:12][C:2]1([C:4]2([CH3:6])[CH3:5])[CH3:3].[NH2:14][CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1>N1C=CC=CC=1>[CH3:3][C:2]12[C:4]([CH3:5])([CH3:6])[CH:7]([CH2:11][CH2:12]1)[C:8](=[O:10])[N:14]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[C:1]2=[O:13]

Participants

4

Reactant 2

HCID 759192-PyridineethanamineHCID 948341,8,8-Trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione

Product 1

HCID 142350661,8,8-Trimethyl-3-[2-(2-pyridinyl)ethyl]-3-azabicyclo[3.2.1]octane-2,4-dione

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of (-) camphoric anhydride 5 g (0.029 mol), 2-(2-aminoethyl)pyridine 3.6 (0.03 mol) and 50 ml of pyridine was refluxed overnight. The solvent is removed under reduced pressure and the remaining oil boiled in 20 ml of ethanol and allowed to cool.

Workup

  1. temperaturewas refluxed overnight
  2. customThe solvent is removed under reduced pressure
  3. temperatureto cool

Sources & evidence

ORD record
ord-14d27eb0342e4f14801d1f2da1572273
Source dataset
uspto-grants-1988_10
Patent number
US04777254

Linked notes

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