3-Amino-9-ethylcarbazole → HCID 131725520, compound
Reaction equation
[CH2:1]([O:8][N:9]=[C:10]1[CH2:14][N:13]([C:15]([O:17]C(C)(C)C)=O)[C@H:12]([C:22]([OH:24])=O)[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:25]([CH2:32]C(Cl)=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH2:36]([N:38]1[C:50]2[CH:49]=[CH:48][C:47]([NH2:51])=[CH:46][C:45]=2[C:44]2[C:39]1=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH3:37]>>[CH2:1]([O:8][N:9]=[C:10]1[CH2:14][N:13]([C:15](=[O:17])[CH2:32][O:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C@H:12]([C:22]([NH:51][C:47]2[CH:48]=[CH:49][C:50]3[N:38]([CH2:36][CH3:37])[C:39]4[C:44]([C:45]=3[CH:46]=2)=[CH:43][CH:42]=[CH:41][CH:40]=4)=[O:24])[CH2:11]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
4
Procedure
Following the general method as outlined in Example 22, starting from (2S,4EZ)-4-[(benzyloxy)imino]-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid, phenoxyacetyl chloride, and 9-ethyl-9H-carbazol-3-amine the title compound was obtained in 65% purity by LC/MS. MS(ESI+): m/z=561.4.
Sources & evidence
- ORD record
- ord-a410d7721db348899cbb79e44f1714d3
- Source dataset
- uspto-grants-2006_03
- Patent number
- US07018988B2
Reaction notes
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