9-Methyl-9H-carbazole-3-carbaldehyde → 7-(3,5-dimethoxypyridin-4-yl)-1-((9-methyl-9H-carbazol-3-yl)methyl)azepan-2-one

HRID 594657Notes

Reaction equation

HRID 594657 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][N:14]=[CH:13][C:12]=1[O:19][CH3:20])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=O.[CH3:21][N:22]1[C:34]2[CH:33]=[CH:32][C:31]([CH:35]=O)=[CH:30][C:29]=2[C:28]2[C:23]1=[CH:24][CH:25]=[CH:26][CH:27]=2>>[CH3:20][O:19][C:12]1[CH:13]=[N:14][CH:15]=[C:16]([O:17][CH3:18])[C:11]=1[CH:2]1[N:1]([CH2:35][C:31]2[CH:32]=[CH:33][C:34]3[N:22]([CH3:21])[C:23]4[C:28]([C:29]=3[CH:30]=2)=[CH:27][CH:26]=[CH:25][CH:24]=4)[C:7](=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 6106669-Methyl-9H-carbazole-3-carbaldehydeHCID 69085562Methyl 6-amino-6-(3,5-dimethoxypyridin-4-yl)hexanoate

Product 1

HCID 690849947-(3,5-dimethoxypyridin-4-yl)-1-((9-methyl-9H-carbazol-3-yl)methyl)azepan-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 6-amino-6-(3,5-dimethoxypyridin-4-yl)hexanoate with commercially available 9-methyl-9H-carbazole-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=0.68 min.; [M+H]+: 444.02 g/mol.

Workup

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

Sources & evidence

ORD record
ord-44bd598706f5402d9ca9be6074e664c0
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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