2-Iodopyridine → 4-Pyridin-2-yl-1-quinoxalin-2-yl-but-3-yn-1-ol

HRID 334695Notes

Reaction equation

HRID 334695 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[CH:10][C:9]=1[CH:18]([OH:22])[CH2:19][C:20]#[CH:21]>>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:21]#[C:20][CH2:19][CH:18]([C:9]1[CH:10]=[N:11][C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:8]=1)[OH:22]

Participants

3

Reactant 2

HCID 2211262-IodopyridineHCID 866302471-Quinoxalin-2-yl-but-3-yn-1-ol

Product 1

HCID 665979024-Pyridin-2-yl-1-quinoxalin-2-yl-but-3-yn-1-olYield 62.9%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-iodo-pyridine (72 mg, 0.35 mmol) and 1-quinoxalin-2-yl-but-3-yn-1-ol (70 mg, 0.35 mmol). Reaction time: 14 hours. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 3:2 to DCM/MeOH 9:1) to yield 60 mg (0.22 mmol, 62%) of 4-pyridin-2-yl-1-quinoxalin-2-yl-but-3-yn-1-ol.

Workup

  1. customReaction time
  2. custom14 hours
  3. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 3:2 to DCM/MeOH 9:1)

Sources & evidence

ORD record
ord-68e2af3aaf0340d68a8eb433adcaaf0a
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

Loading…