HCID 18678579, compound → 4-((2S)-2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-9H-carbazol-3-ol

HRID 1634759Notes

Reaction equation

HRID 1634759 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:6][C:7]3[C:12]([C:13]=2[C:14]=1[O:15][CH2:16][C@@H:17]1[CH2:19][O:18]1)=[CH:11][CH:10]=[CH:9][CH:8]=3.[NH2:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][C:30]([F:33])([F:32])[F:31])[CH2:24][CH2:23]1>>[OH:18][C@@H:17]([CH2:19][NH:20][CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][C:30]([F:33])([F:31])[F:32])[CH2:24][CH2:23]1)[CH2:16][O:15][C:14]1[C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[CH:4]=[CH:3][C:2]=1[OH:1]

Participants

3

Reactant 2

HCID 18678579HCID 18678579, compoundHCID 590329483-hydroxy-4-[(2S)-oxiranylmethoxy]-9H-carbazole

Product 1

HCID 102051584-((2S)-2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-9H-carbazol-3-olYield 16.6%

Procedure

Prepared from 3-hydroxy-4-[(2S)-oxiranylmethoxy]-9H-carbazole (0.260 g, 1.09 mmol) and 4-aminomethyl-1-(3,3,3-trifluoropropyl)-piperidine (0.229 g, 1.09 mmol) according to the procedure used for Example 2 without heating to give 0.084 g of the title compound as a white solid.

Workup

  1. temperaturewithout heating

Sources & evidence

ORD record
ord-4aa518f311514ee78e715e16108b04b3
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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