Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate → 6-(2,6-Dimethoxyphenyl)-1-(2-fluoro-3-(pyridin-2-yl)benzyl)piperidin-2-one

HRID 594455Notes

Reaction equation

HRID 594455 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.[F:20][C:21]1[C:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=2)=[CH:27][CH:26]=[CH:25][C:22]=1[CH:23]=O>>[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]([CH2:23][C:22]2[CH:25]=[CH:26][CH:27]=[C:28]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=3)[C:21]=2[F:20])[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoateHCID 866956082-Fluoro-3-(pyridin-2-yl)benzaldehyde

Product 1

HCID 690847256-(2,6-Dimethoxyphenyl)-1-(2-fluoro-3-(pyridin-2-yl)benzyl)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 2-fluoro-3-(pyridin-2-yl)benzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.65 min.; [M+H]+: 421.00 g/mol.

Workup

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

Sources & evidence

ORD record
ord-87f6c55abf754cb0b786722fd8132afa
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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