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

HRID 1433811Notes

Reaction equation

HRID 1433811 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-e112f131aa804641b93429645301bfa2
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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