4-Fluorobenzonitrile → 4-(1-Methylpiperidin-4-yloxy)benzaldehyde

HRID 1949994Notes

Reaction equation

HRID 1949994 reaction equation
[OH:1]C1CCN(C)CC1.FC1C=CC(C#N)=CC=1.[CH3:18][N:19]1[CH2:24][CH2:23][CH:22]([O:25][C:26]2[CH:33]=[CH:32][C:29]([C:30]#N)=[CH:28][CH:27]=2)[CH2:21][CH2:20]1>>[CH3:18][N:19]1[CH2:24][CH2:23][CH:22]([O:25][C:26]2[CH:33]=[CH:32][C:29]([CH:30]=[O:1])=[CH:28][CH:27]=2)[CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 145174-FluorobenzonitrileHCID 660484-Piperidinol, 1-methyl-HCID 114585954-(1-Methylpiperidin-4-yloxy)benzonitrile

Product 1

HCID 234332974-(1-Methylpiperidin-4-yloxy)benzaldehyde

Procedure

Synthesized from 4-hydroxy-1-methylpiperidine and 4-fluorobenzonitrile according to an analogous synthetic method to Preparation Example 15, 4-(1-methylpiperidin-4-yloxy)benzonitrile (500 mg) was used according to an analogous synthetic method to Preparation Example 16 to provide the title compound (350 mg).

Workup

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

Sources & evidence

ORD record
ord-d5219e7931cd4ad9a93800fb1def702b
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

Loading…