5-Phenylpyridine-3-carbaldehyde → 6-(2,6-Dimethoxyphenyl)-1-((5-phenylpyridin-3-yl)methyl)piperidin-2-one

HRID 594426Notes

Reaction equation

HRID 594426 reaction equation
[NH2:1][CH:2]([C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]([O:8]C)=O.[C:20]1([C:26]2[CH:27]=[N:28][CH:29]=[C:30]([CH:33]=2)[CH:31]=O)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH3:19][O:18][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([O:16][CH3:17])[C:10]=1[CH:2]1[N:1]([CH2:31][C:30]2[CH:29]=[N:28][CH:27]=[C:26]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:33]=2)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 155197645-Phenylpyridine-3-carbaldehydeHCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

Product 1

HCID 690853346-(2,6-Dimethoxyphenyl)-1-((5-phenylpyridin-3-yl)methyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate with 5-phenylnicotinaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.64 min.; [M+H]+: 403.36 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-82d643a24e8b4ff2945166af5058d532
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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