1-(2-(4-Iodophenoxy)ethyl)-4-methylpiperidine → 5-(4-Chlorophenyl)-2-{4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylethynyl}pyridin-3-ylamine

HRID 734823Notes

Reaction equation

HRID 734823 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH2:16])[C:11]([C:14]#[CH:15])=[N:12][CH:13]=2)=[CH:4][CH:3]=1.I[C:18]1[CH:33]=[CH:32][C:21]([O:22][CH2:23][CH2:24][N:25]2[CH2:30][CH2:29][CH:28]([CH3:31])[CH2:27][CH2:26]2)=[CH:20][CH:19]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH2:16])[C:11]([C:14]#[C:15][C:18]3[CH:19]=[CH:20][C:21]([O:22][CH2:23][CH2:24][N:25]4[CH2:26][CH2:27][CH:28]([CH3:31])[CH2:29][CH2:30]4)=[CH:32][CH:33]=3)=[N:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 690610171-(2-(4-Iodophenoxy)ethyl)-4-methylpiperidineHCID 860770605-(4-Chlorophenyl)-2-ethynylpyridin-3-ylamine

Product 1

HCID 114960185-(4-Chlorophenyl)-2-{4-[2-(4-methylpiperidin-1-yl)ethoxy]phenylethynyl}pyridin-3-ylamine

Procedure

The product was prepared analogously to Example 7.1e starting from 5-(4-chlorophenyl)-2-ethynylpyridin-3-ylamine and 1-[2-(4-iodophenoxy)ethyl]-4-methylpiperidine. Yield: 0.63 (75% of theoretical); C27H28ClN3O (M=445.984); calc.: molpeak (M+H)+: 446/448 (Cl); found: molpeak (M+H)+: 446/448 (Cl); HPLC-MS: 5.05 minutes (method D).

Workup

  1. customThe product was prepared analogously to Example 7.1e
  2. custom5.05 minutes (method D)

Sources & evidence

ORD record
ord-38c238e82e6c4a08b576ffd3d7fc397e
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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