3-Amino-9-ethylcarbazole → (2S,4EZ)-4-benylidene-N-(9-ethyl-9H-carbazol-3-yl)-2-pyrrolidinecarboxamide

HRID 1349111Notes

Reaction equation

HRID 1349111 reaction equation
[CH:1](=[C:8]1[CH2:12][N:11](C(OC(C)(C)C)=O)[C@H:10]([C:20]([OH:22])=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23]([N:25]1[C:37]2[CH:36]=[CH:35][C:34]([NH2:38])=[CH:33][C:32]=2[C:31]2[C:26]1=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH3:24]>>[CH:1](=[C:8]1[CH2:12][NH:11][C@H:10]([C:20]([NH:38][C:34]2[CH:35]=[CH:36][C:37]3[N:25]([CH2:23][CH3:24])[C:26]4[C:31]([C:32]=3[CH:33]=2)=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:22])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 85883-Amino-9-ethylcarbazoleHCID 69250545(2S,4EZ)-4benzylidene-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Product 1

HCID 69250410(2S,4EZ)-4-benylidene-N-(9-ethyl-9H-carbazol-3-yl)-2-pyrrolidinecarboxamide

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-4-benzylidene-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid, and 9-ethyl-9H-carbazol-3-amine the title compound was obtained in 53% purity by LC/MS. MS(ESI+): m/z=396.2.

Sources & evidence

ORD record
ord-8edf8daf45654e59a338ead3b1617718
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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