4-(1-(4-fluoro-3-(2-methyl-1H-imidazol-5-yl)benzoyl)piperidin-4-yl)benzonitrile → 4-(1-(4-(Azetidin-1-yl)-3-(2-methyl-1H-imidazol-5-yl)benzoyl)piperidin-4-yl)benzonitrile

HRID 1487997Notes

Reaction equation

HRID 1487997 reaction equation
F[C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]3[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)=[O:7])=[CH:4][C:3]=1[C:24]1[NH:28][C:27]([CH3:29])=[N:26][CH:25]=1.CC1NC(C2C=C(C=CC=2F)C([N:42]2[CH2:47][CH2:46][CH:45](C3C=CC(C#N)=CC=3)CC2)=O)=C(C)N=1>>[N:42]1([C:2]2[CH:23]=[CH:22][C:5]([C:6]([N:8]3[CH2:13][CH2:12][CH:11]([C:14]4[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=4)[CH2:10][CH2:9]3)=[O:7])=[CH:4][C:3]=2[C:24]2[NH:28][C:27]([CH3:29])=[N:26][CH:25]=2)[CH2:45][CH2:46][CH2:47]1

Participants

3

Reactant 2

HCID 900300184-(1-(4-fluoro-3-(2-methyl-1H-imidazol-5-yl)benzoyl)piperidin-4-yl)benzonitrile2×HCID 178432707HCID 178432707, compound

Product 1

HCID 900301874-(1-(4-(Azetidin-1-yl)-3-(2-methyl-1H-imidazol-5-yl)benzoyl)piperidin-4-yl)benzonitrile

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 25, except 4-(1-(4-fluoro-3-(2-methyl-1H-imidazol-5-yl)benzoyl)piperidin-4-yl)benzonitrile (compound 132.3) was used in place of 4-(1-(3-(2,4-dimethyl-1H-imidazol-5-yl)-4-fluorobenzoyl)piperidin-4-yl)benzonitrile (compound 25.1). m/z (ES+) 426 (M+H)+.

Sources & evidence

ORD record
ord-d71036cf707c47698faa5ee0f772b5ec
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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