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

HRID 1634760Notes

Reaction equation

HRID 1634760 reaction equation
[Cl:1][C:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[C:5]([O:15][CH2:16][C@@H:17]2[CH2:19][O:18]2)=[CH:4][CH:3]=1.[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>>[Cl:1][C:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[C:5]([O:15][CH2:16][C@@H:17]([OH:18])[CH2:19][NH:20][CH2:21][CH:22]2[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][C:30]([F:33])([F:31])[F:32])[CH2:24][CH2:23]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 18678579HCID 18678579, compoundHCID 590329461-Chloro-4-[(2S)-oxiranylmethoxy]-9H-carbazole

Product 1

HCID 10206272(2S)-1-(1-Chloro-9H-carbazol-4-yloxy)-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propan-2-olYield 53.3%

Procedure

Prepared from 1-chloro-4-[(2S)-oxiranylmethoxy]-9H-carbazole (0.085 g, 0.31 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 0.080 g of the title compound as a white solid.

Workup

  1. temperaturewithout heating

Sources & evidence

ORD record
ord-060d7439711747f7af30a875ba159b07
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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