5-(4-Chloro-phenyl)-2-ethynyl-pyridine → HCID 11597445, compound

HRID 734826Notes

Reaction equation

HRID 734826 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([CH3:17])[CH2:13][CH2:12]2)=[C:4]([CH3:18])[CH:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:27]=[CH:28][C:29]([C:32]#[CH:33])=[N:30][CH:31]=2)=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:27]=[CH:28][C:29]([C:32]#[C:33][C:2]3[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][N:11]4[CH2:16][CH2:15][CH:14]([CH3:17])[CH2:13][CH2:12]4)=[C:4]([CH3:18])[CH:3]=3)=[N:30][CH:31]=2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 578453285-(4-Chloro-phenyl)-2-ethynyl-pyridineHCID 69059102(4-Iodo-2-methylphenyl)-[2-(4-methylpiperidin-1-yl)ethyl]amine

Product 1

HCID 11597445HCID 11597445, compound

Procedure

The product was prepared analogously to Example 7.1e starting from (4-iodo-2-methylphenyl)-[2-(4-methylpiperidin-1-yl)ethyl]amine and 5-(4-chlorophenyl)-2-ethynylpyridine. Yield: 60 mg (20% of theoretical); C28H30ClN3 (M=444.011); calc.: molpeak (M+H)+444/446 (Cl); found molpeak (M+H)+: 444/446 (Cl); HPLC-MS: 5.53 minutes (method B).

Workup

  1. customThe product was prepared analogously to Example 7.1e
  2. custom5.53 minutes (method B)

Sources & evidence

ORD record
ord-d64a8ceae1154d1ea6c36efa505e7c59
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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