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

HRID 1349123Notes

Reaction equation

HRID 1349123 reaction equation
C(OC([N:8]1[CH2:12][C:11](=[N:13][O:14][CH2:15][CH3:16])[CH2:10][C@H:9]1[C:17]([OH:19])=O)=O)(C)(C)C.[CH2:20]([N:22]1[C:34]2[CH:33]=[CH:32][C:31]([NH2:35])=[CH:30][C:29]=2[C:28]2[C:23]1=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH3:21]>>[CH2:15]([O:14][N:13]=[C:11]1[CH2:12][NH:8][C@H:9]([C:17]([NH:35][C:31]2[CH:32]=[CH:33][C:34]3[N:22]([CH2:20][CH3:21])[C:23]4[C:28]([C:29]=3[CH:30]=2)=[CH:27][CH:26]=[CH:25][CH:24]=4)=[O:19])[CH2:10]1)[CH3:16]

Participants

3

Reactant 2

HCID 85883-Amino-9-ethylcarbazoleHCID 58714540(2S,4EZ)-1-(tertbutoxycarbonyl)-4-(ethoxyirnino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131726374(2S,4EZ)-4-(ethoxyimino)-N-(9-ethyl-9H-carbazol-3-yl)-2-pyrrolidinecarboxamide

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(ethoxyimino)-2-pyrrolidinecarboxylic acid, and 9-ethyl-9H-carbazol-3-amine the title compound was obtained in 91% purity by LC/MS. MS(ESI+): m/z=365.2.

Sources & evidence

ORD record
ord-2d63f921a62b4d60928603f974cf9f3a
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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