Cyclohexyl phenyl ketone → 1-cyclohexyl-3-((R)-3-methoxyquinuclidin-3-yl)-1-phenylprop-2-yn-1-ol

HRID 900779

Reaction equation

HRID 900779 reaction equation
[CH:1]1([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:15][O:16][C@@:17]1([C:25]#[CH:26])[CH:22]2[CH2:23][CH2:24][N:19]([CH2:20][CH2:21]2)[CH2:18]1>>[CH:9]1([C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([OH:8])[C:26]#[C:25][C@:17]2([O:16][CH3:15])[CH:22]3[CH2:23][CH2:24][N:19]([CH2:20][CH2:21]3)[CH2:18]2)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 12837Cyclohexyl phenyl ketoneHCID 9812856(3R)-3-ethynyl-1-azabicyclo[2.2.2]oct-3-yl methyl ether

Product 1

HCID 444065731-cyclohexyl-3-((R)-3-methoxyquinuclidin-3-yl)-1-phenylprop-2-yn-1-ol

Procedure

1-cyclohexyl-3-[(3R)-3-methoxy-1-azabicyclo[2.2.2]oct-3-yl]-1-phenyl-2-propyn-1-ol 201 was prepared as described in 4.1 (method 1) using cyclohexyl(phenyl)methanone and (3R)-3-ethynyl-1-azabicyclo[2.2.2]oct-3-yl methyl ether 53.

Sources & evidence

ORD record
ord-f9077de3a11e40d19977dfe7b907c126
Source dataset
uspto-grants-2008_04
Patent number
US07361668B2

Linked notes

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