Potassium Carbonate → 2-(5'-Bromo-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)ethanol

HRID 1403687Notes

Reaction equation

HRID 1403687 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][CH:12]([CH:15](O)[CH3:16])[CH2:11][CH2:10]1.C(=O)([O-])[O-:19].[K+].[K+]>CS(C)=O>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([N:9]2[CH2:14][CH2:13][CH:12]([CH2:15][CH2:16][OH:19])[CH2:11][CH2:10]2)=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 693532,5-DibromopyridineHCID 3383211-(Piperidin-4-yl)ethan-1-ol

Product 1

HCID 666607712-(5'-Bromo-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)ethanol

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
160 °C

Procedure

An autoclave is charged with 11 g (46.43 mmol) of 2,5-dibromopyridine, 6 g (46.43 mmol) of piperidin-4-ylethanol and 6.74 g (48.76 mmol) of potassium carbonate in 8 ml of DMSO. This charge is subsequently heated at 160° C. for 20 hours.

Sources & evidence

ORD record
ord-48f558b0fadc4f9990f8fbd5ff26e7c3
Source dataset
uspto-grants-2014_12
Patent number
US08912218B2

Reaction notes

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