(S)-(+)-4-(2,3-Epoxypropoxy)carbazole → HCID 10119828, compound

HRID 1634794Notes

Reaction equation

HRID 1634794 reaction equation
[O:1]1[CH2:3][C@H:2]1[CH2:4][O:5][C:6]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10]=2[CH:9]=[CH:8][CH:7]=1.NCC1CCN([NH:27][C:28](=[O:41])[NH:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:32][CH:31]=2)CC1>>[CH2:39]([O:38][C:36](=[O:37])[C:33]1[CH:32]=[CH:31][C:30]([NH:29][C:28]([N:27]2[CH2:7][CH2:6][CH:18]([CH2:10][NH:11][CH2:3][C@H:2]([OH:1])[CH2:4][O:5][C:6]3[C:18]4[C:17]5[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=5)[NH:11][C:10]=4[CH:9]=[CH:8][CH:7]=3)[CH2:17][CH2:16]2)=[O:41])=[CH:35][CH:34]=1)[CH3:40]

Participants

3

Reactant 2

HCID 10879208(S)-(+)-4-(2,3-Epoxypropoxy)carbazoleHCID 18678529HCID 18678529, compound

Product 1

HCID 10119828HCID 10119828, compoundYield 46.6%

Procedure

Prepared from 4-[(2S)-oxiranylmethoxy]-9H-carbazole (0.150 g, 0.63 mmol) and 3-(4-aminomethyl-1-piperidinyl)-1-(4-ethoxycarbonylphenyl) urea (0.305 g, 1.0 mmol) according to the procedure used in example 2 to give 0.080 g of the title compound as a white solid.

Sources & evidence

ORD record
ord-85726f4ccd1e4812b93186b60715c74c
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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