Carbazole → HCID 9866219, compound

HRID 555314Notes

Reaction equation

HRID 555314 reaction equation
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH:28]2[CH2:30][O:29]2)[CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19]([N:21]1[CH2:22][CH2:23][N:24]([CH2:27][CH:28]([OH:29])[CH2:30][N:12]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[C:5]3[C:13]2=[CH:1][CH:2]=[CH:3][CH:4]=3)[CH2:25][CH2:26]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 6854CarbazoleHCID 15491146tert-Butyl 4-[(oxiran-2-yl)methyl]piperazine-1-carboxylate

Product 1

HCID 9866219HCID 9866219, compoundYield 82%

Procedure

The same method as employed in the preparation of Example 1 but starting from 9H-carbazole and (±)-4-oxiranylmethyl-piperazine-1-carboxylic acid tert-butyl ester (prepared according to the procedure of Toldy, L. et al., WO 97/14685) gives after flash chromatography the title compound as a pale yellow foam in a 82% yield.

Workup

  1. customThe same method as employed in the preparation of Example 1
  2. customprepared

Sources & evidence

ORD record
ord-e2409b6a9a36425e8c4b6d8fd904a239
Source dataset
uspto-grants-2011_11
Patent number
US08053436B1

Reaction notes

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