3-Ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-one → 2-[3-(3-Ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-4-(hydroxy-pyridin-3-yl-methyl)-benzonitrile

HRID 1594876Notes

Reaction equation

HRID 1594876 reaction equation
F[C:2]1[CH:9]=[C:8]([CH:10]([OH:17])[C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH2:18]([C:20]1([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([OH:35])[CH:30]=2)[CH2:26][CH2:25][CH2:24][CH2:23][N:22]([CH3:27])[C:21]1=[O:28])[CH3:19]>>[CH2:18]([C:20]1([C:29]2[CH:30]=[C:31]([CH:32]=[CH:33][CH:34]=2)[O:35][C:2]2[CH:9]=[C:8]([CH:10]([OH:17])[C:11]3[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=3)[CH:7]=[CH:6][C:3]=2[C:4]#[N:5])[CH2:26][CH2:25][CH2:24][CH2:23][N:22]([CH3:27])[C:21]1=[O:28])[CH3:19]

Participants

3

Reactant 2

HCID 27945733-Ethylhexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-oneHCID 186294522-Fluoro-4-(1-hydroxy-1-pyridin-3-yl-methyl)-benzonitrile

Product 1

HCID 217062702-[3-(3-Ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-4-(hydroxy-pyridin-3-yl-methyl)-benzonitrile

Procedure

Using the procedure described in Example 2, the crude title compound was prepared starting with 2-fluoro-4-(hydroxy-pyridin-3-yl-methyl)-benzonitrile (as described in Step C above) (0.075 g, 0.329 mmol) and 3-ethyl-3-(3-hydroxy-phenyl)-1-methyl-azepan-2-one (0.082 g, 0.329 mmol). Purification by preparative HPLC and conversion to the free base yielded the title compound.

Workup

  1. customthe crude title compound was prepared
  2. customPurification by preparative HPLC and conversion to the free base

Sources & evidence

ORD record
ord-03a6185be3274adc80f8dd89edc84842
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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