5-Bromo-2-ethynylpyridine → 5-Bromo-2-{4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylethynyl}pyridine

HRID 734841Notes

Reaction equation

HRID 734841 reaction equation
I[C:2]1[CH:17]=[CH:16][C:5]([O:6][CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][CH:12]([CH3:15])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[Br:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]#[CH:26])=[N:23][CH:24]=1>>[Br:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]#[C:26][C:2]2[CH:17]=[CH:16][C:5]([O:6][CH2:7][CH2:8][N:9]3[CH2:14][CH2:13][CH:12]([CH3:15])[CH2:11][CH2:10]3)=[CH:4][CH:3]=2)=[N:23][CH:24]=1

Participants

3

Reactant 2

HCID 139797345-Bromo-2-ethynylpyridineHCID 690610171-(2-(4-Iodophenoxy)ethyl)-4-methylpiperidine

Product 1

HCID 690601725-Bromo-2-{4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylethynyl}pyridine

Procedure

The product was prepared analogously to Example 7.1e starting from 1-[2-(4-iodophenoxy)ethyl]-4-methylpiperidine and 5-bromo-2-ethynylpyridine. Yield: 1.00 g (62% of theoretical); C21H23BrN2O (M=399.324); calc.: molpeak (M+H)+: 399/401 (Br); found: molpeak (M+H)+: 399/401 (Br); HPLC-MS: 4.64 minutes (method A).

Workup

  1. customThe product was prepared analogously to Example 7.1e
  2. custom4.64 minutes (method A)

Sources & evidence

ORD record
ord-0f7a4ea2137e413383059d1b9849b56d
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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