(S)-(+)-4-(2,3-Epoxypropoxy)carbazole → HCID 10165685, compound

HRID 1634785Notes

Reaction equation

HRID 1634785 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.[NH2:19][CH2:20][CH:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][OH:39])[CH2:23][CH2:22]1>>[CH:9]1[C:10]2[NH:11][C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18]=2[C:6]([O:5][CH2:4][C@@H:2]([OH:1])[CH2:3][NH:19][CH2:20][CH:21]2[CH2:22][CH2:23][N:24]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][OH:39])[CH2:25][CH2:26]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 10879208(S)-(+)-4-(2,3-Epoxypropoxy)carbazoleHCID 18678504HCID 18678504, compound

Product 1

HCID 10165685HCID 10165685, compoundYield 32.5%

Procedure

Prepared from 4-[(2S)-oxiranylmethoxy]-9H-carbazole (0.239 g, 1.0 mmol) and 4-aminomethyl-1-(12-hydroxydodecyl)-piperidine (0.586 g, 2.0 mmol) according to procedure used for Example 2 to give 0.175 g of the title compound as an off-white solid (mp-110° C. (sinters) 166° C. (melts), Et2O).

Sources & evidence

ORD record
ord-a264013f8e2b484e88ddd2a6cd9b5e26
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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