2,6-Dimethoxybenzaldehyde → 6-(2,6-Dimethoxyphenyl)-1-(4-(pyrrolidin-1-yl)benzyl)piperidin-2-one

HRID 594641Notes

Reaction equation

HRID 594641 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][NH2:13])=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:14][O:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[C:17]=1[CH:18]=O>>[CH3:14][O:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[C:17]=1[CH:18]1[N:13]([CH2:12][C:9]2[CH:10]=[CH:11][C:6]([N:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:7][CH:8]=2)[C:16](=[O:15])[CH2:17][CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 964042,6-DimethoxybenzaldehydeHCID 70178344-(Pyrrolidin-1-yl)benzylamine

Product 1

HCID 690853476-(2,6-Dimethoxyphenyl)-1-(4-(pyrrolidin-1-yl)benzyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 6 (GP6) with commercially available (4-(pyrrolidin-1-yl)phenyl)methanamine and commercially available 2,6-dimethoxybenzaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions E): tR=0.62 min.; [M+H]+: 395.25 g/mol.

Workup

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

Sources & evidence

ORD record
ord-301c1a9dacf24d20a8894877f2eaf531
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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