3-Amino-9-ethylcarbazole → HCID 69249906, compound

HRID 1745111Notes

Reaction equation

C(O[C:6]([N:8]1[CH2:12][C:11](=[CH:13][Cl:14])[CH2:10][C@H:9]1[C:15]([OH:17])=O)=[O:7])(C)(C)C.[O:18]([CH2:25]C(Cl)=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[CH2:29]([N:31]1[C:43]2[CH:42]=[CH:41][C:40]([NH2:44])=[CH:39][C:38]=2[C:37]2[C:32]1=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH3:30]>>[Cl:14][CH:13]=[C:11]1[CH2:12][N:8]([C:6](=[O:7])[CH2:25][O:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C@H:9]([C:15]([NH:44][C:40]2[CH:41]=[CH:42][C:43]3[N:31]([CH2:29][CH3:30])[C:32]4[C:37]([C:38]=3[CH:39]=2)=[CH:36][CH:35]=[CH:34][CH:33]=4)=[O:17])[CH2:10]1

Participants

Reactant 3

HCID 85883-Amino-9-ethylcarbazole

HCID 69703Phenoxyacetyl chloride

HCID 69251379HCID 69251379, compound

Product 1

HCID 69249906HCID 69249906, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(chloromethylene)-2-pyrrolidinecarboxylic acid, phenoxyacetyl chloride, and 9-ethyl-9H-carbazol-3-amine the title compound was obtained in 63% purity by LC/MS. MS(ESI+): m/z=488.6.

Sources & evidence

ORD record: ord-582774396b454b56a1700168c2be56e8
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07018988B2

Reaction notes

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