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

HRID 1634761Notes

Reaction equation

HRID 1634761 reaction equation
[Br: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>>[Br: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]([OH:18])[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)=[CH:11][CH:10]=[CH:9][CH:8]=3

Participants

3

Reactant 2

HCID 18678579HCID 18678579, compoundHCID 590329613-bromo-4-[(2S)-oxiranylmethoxy]-9H-carbazole

Product 1

HCID 10143084(2S)-1-(3-Bromo-9H-carbazol-4-yloxy)-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propan-2-olYield 61.9%

Procedure

Prepared from 3-bromo-4-[(2S)-oxiranylmethoxy]-9H-carbazole (0.083 g, 0.26 mmol) and 4-aminomethyl-1-(3,3,3-trifluoropropyl)-piperidine (0.10 g, 0.48 mmol) according to the procedure used for Example 2 without heating to give 0.085 g of the title compound as a white solid.

Workup

  1. temperaturewithout heating

Sources & evidence

ORD record
ord-5bca7852a9144d30a7046c068f2f90dd
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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