Diethyl Ether → 3-Hydroxy-3-(2-bromopyridin-5-yl)-1-azabicyclo[2.2.2]octane

HRID 140712Notes

Reaction equation

HRID 140712 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([Br:8])[cH:6][cH:7]1.[CH2:9]([O:10][CH2:11][CH3:12])[CH3:13].[CH3:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45].[Li:14][CH2:15][CH2:16][CH2:17][CH3:18].[OH:19][C:20]1([c:28]2[cH:29][cH:30][c:31](-[c:32]3[cH:33][cH:34][cH:35][cH:36][cH:37]3)[n:38][cH:39]2)[CH2:21][N:22]2[CH2:23][CH2:24][CH:25]1[CH2:26][CH2:27]2>>[Br:1][c:2]1[n:3][cH:4][c:5]([C:20]2([OH:19])[CH2:21][N:22]3[CH2:23][CH2:24][CH:25]2[CH2:26][CH2:27]3)[cH:6][cH:7]1

Participants

6

Reactant 5

HCID 3283Diethyl EtherHCID 8058HexaneHCID 693532,5-DibromopyridineHCID 98605081-Azabicyclo[2.2.2]octan-3-ol, 3-(6-phenyl-3-pyridinyl)-HCID 178418339Butyllithium

Product 1

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

Sources & evidence

ORD record
ord-d7e1a20876084328b2d816ddd4f6c7ab
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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