4-Fluorobenzonitrile → 4-(1-Azabicyclo[2.2.2]oct-4-ylmethoxy)benzaldehyde

HRID 2423567Notes

Reaction equation

HRID 2423567 reaction equation
N12CCC(C[OH:10])(CC1)CC2.FC1C=CC(C#N)=CC=1.[N:20]12[CH2:27][CH2:26][C:23]([CH2:28][O:29][C:30]3[CH:37]=[CH:36][C:33]([C:34]#N)=[CH:32][CH:31]=3)([CH2:24][CH2:25]1)[CH2:22][CH2:21]2>>[N:20]12[CH2:27][CH2:26][C:23]([CH2:28][O:29][C:30]3[CH:37]=[CH:36][C:33]([CH:34]=[O:10])=[CH:32][CH:31]=3)([CH2:24][CH2:25]1)[CH2:22][CH2:21]2

Participants

4

Reactant 3

HCID 145174-FluorobenzonitrileHCID 1413111-Azabicyclo(2.2.2)octane-4-methanolHCID 666269004-(1-Azabicyclo[2.2.2]oct-4-ylmethoxy)benzonitrile

Product 1

HCID 579343134-(1-Azabicyclo[2.2.2]oct-4-ylmethoxy)benzaldehyde

Procedure

Synthesized from (1-azabicyclo[2.2.2]oct-4-yl)methanol and 4-fluorobenzonitrile according to an analogous synthetic method to Preparation Example 15, 4-(1-azabicyclo[2.2.2]oct-4-ylmethoxy)benzonitrile (200 mg) was used according to an analogous synthetic method to Preparation Example 16 to provide the title compound (120 mg).

Workup

  1. customwas used according to an analogous synthetic method to Preparation Example 16

Sources & evidence

ORD record
ord-dc02b8bf27da4e2db2bb069fd0af4471
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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