Dibenzo(b,d)furan-2-carboxaldehyde → 1-(Dibenzo[b,d]furan-2-ylmethyl)-6-(2,6-dimethoxyphenyl)piperidin-2-one

HRID 594448

Reaction equation

HRID 594448 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.[CH:20]1[C:28]2[C:27]3[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=3[O:25][C:24]=2[CH:23]=[CH:22][C:21]=1[CH:33]=O>>[CH:20]1[C:28]2[C:27]3[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=3[O:25][C:24]=2[CH:23]=[CH:22][C:21]=1[CH2:33][N:1]1[CH:2]([C:10]2[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=2[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6]1=[O:8]

Participants

3

Reactant 2

HCID 220843Dibenzo(b,d)furan-2-carboxaldehydeHCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

Product 1

HCID 690837771-(Dibenzo[b,d]furan-2-ylmethyl)-6-(2,6-dimethoxyphenyl)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 commercially available dibenzo[b,d]furan-2-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.95 min.; [M+H]+: 416.22 g/mol.

Workup

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

Sources & evidence

ORD record
ord-adf29df0c2564c2393512a9dd255dfa0
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Linked notes

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