2-(4-Methylpiperidin-1-yl)ethan-1-amine → {5-[5-(4-Chlorophenyl)pyridin-2-ylethynyl]thiophen-3-yl}-[2-(4-methylpiperidin-1-yl)ethyl]amine

HRID 734845Notes

Reaction equation

HRID 734845 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]#[C:15][C:16]3[S:17][CH:18]=[C:19](I)[CH:20]=3)=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:22][CH:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][NH2:31])[CH2:25][CH2:24]1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]#[C:15][C:16]3[S:17][CH:18]=[C:19]([NH:31][CH2:30][CH2:29][N:26]4[CH2:27][CH2:28][CH:23]([CH3:22])[CH2:24][CH2:25]4)[CH:20]=3)=[N:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Procedure

The product was obtained analogously to Example 20.1a starting from 5-(4-chlorophenyl)-2-(4-iodothiophen-2-ylethynyl)pyridine and 2-(4-methylpiperidin-1-yl)ethylamine. Yield: 3 mg (1% of theoretical); C25H26ClN3S (M=436.013); calc.: molpeak (M+H)+: 436/438 (Cl); found: molpeak (M+H)+: 436/438 (Cl); HPLC-MS: 5.10 minutes (method B).

Workup

  1. customThe product was obtained analogously to Example 20.1a
  2. custom5.10 minutes (method B)

Sources & evidence

ORD record
ord-8be79240460d447bb4976a1567b727df
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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