9-Methyl-9H-carbazole-3-carbaldehyde → 5-(2,6-dimethoxyphenyl)-3-methyl-1-((9-methyl-9H-carbazol-3-yl)methyl)pyrrolidin-2-one

HRID 594718Notes

Reaction equation

HRID 594718 reaction equation
[NH2:1][CH:2]([C:11]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[O:19][CH3:20])[CH2:3][CH:4]([CH3:10])[C:5]([O:7]CC)=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>>[CH3:18][O:17][C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([O:19][CH3:20])[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:5](=[O:7])[CH:4]([CH3:10])[CH2:3]1

Participants

3

Reactant 2

HCID 6106669-Methyl-9H-carbazole-3-carbaldehydeHCID 69085588Ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate

Product 1

HCID 690817085-(2,6-dimethoxyphenyl)-3-methyl-1-((9-methyl-9H-carbazol-3-yl)methyl)pyrrolidin-2-one

Procedure

Prepared according to the described general procedure 2 (GP2) by reaction of ethyl 4-amino-4-(2,6-dimethoxyphenyl)-2-methylbutanoate 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]+: 429.05 g/mol.

Workup

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

Sources & evidence

ORD record
ord-9532b37c9baa4682877869448633beb4
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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