(S)-(+)-4-(2,3-Epoxypropoxy)carbazole → HCID 44331766, compound

HRID 1634754Notes

Reaction equation

HRID 1634754 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][C:29]([F:32])([F:31])[F:30])[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[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][C:29]([F:32])([F:30])[F:31])[CH2:23][CH2:22]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 10879208(S)-(+)-4-(2,3-Epoxypropoxy)carbazoleHCID 18678579HCID 18678579, compound

Product 1

HCID 44331766HCID 44331766, compoundYield 18.2%

Procedure

Prepared from 260 mg (1.09 mmol) of 4-[(2S)-oxiranylmethoxy]-9H-carbazole and 229 mg (1.09 mmol) of 4-aminomethyl-1-(3,3,3-trifluoropropyl)-piperidine according to the procedure used for Example 2 to give 0.089 g of the title compound as a white solid (Et2O, EtOAc/hexane).

Sources & evidence

ORD record
ord-f4fdea76b830453c86334cc135f3db3f
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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