Sulfuric Acid → 5-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-ene

HRID 732233Notes

Reaction equation

HRID 732233 reaction equation
O[C:2]1([C:10]2[CH:11]=[CH:12][C:13]([Br:16])=[N:14][CH:15]=2)[CH:7]2[CH2:8][CH2:9][N:4]([CH2:5][CH2:6]2)[CH2:3]1.S(=O)(=O)(O)O>>[Br:16][C:13]1[CH:12]=[CH:11][C:10]([C:2]23[CH2:3][N:4]([CH2:5][CH2:6]2)[CH2:9][CH:8]=[CH:7]3)=[CH:15][N:14]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 211032473-Hydroxy-3-(2-bromopyridin-5-yl)-1-azabicyclo[2.2.2]octane

Product 1

HCID 102860575-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-ene

Conditions

Temperature
190 °C

Procedure

9.4 g (0.033 mol) of 3-hydroxy-3-(2-bromopyridin-5-yl)-1-azabicyclo[2.2.2]octane and 35 ml of concentrated sulfuric acid are introduced into a 100 ml three-necked flask and the mixture is heated at 190° C. for 1 h 45.

Sources & evidence

ORD record
ord-43674d7fee234aa68e069381e4a2bde7
Source dataset
uspto-grants-2009_09
Patent number
US07585974B2

Reaction notes

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