9-Methyl-9H-carbazole-3-carbaldehyde → 6-(2,6-dimethoxyphenyl)-1-((9-methyl-9H-carbazol-3-yl)methyl)piperidin-2-one

HRID 594450Notes

Reaction equation

HRID 594450 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.[CH3:20][N:21]1[C:33]2[CH:32]=[CH:31][C:30]([CH:34]=O)=[CH:29][C:28]=2[C:27]2[C:22]1=[CH:23][CH:24]=[CH:25][CH:26]=2>>[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]([CH2:34][C:30]2[CH:31]=[CH:32][C:33]3[N:21]([CH3:20])[C:22]4[C:27]([C:28]=3[CH:29]=2)=[CH:26][CH:25]=[CH:24][CH:23]=4)[C:6](=[O:8])[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 6106669-Methyl-9H-carbazole-3-carbaldehydeHCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

Product 1

HCID 690827246-(2,6-dimethoxyphenyl)-1-((9-methyl-9H-carbazol-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 commercially available 9-methyl-9H-carbazole-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.94 min.; [M+H]+: 429.28 g/mol.

Workup

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

Sources & evidence

ORD record
ord-57ca19333cee41fcb63912853f059afc
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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