2-Iodopyridine → HCID 11615876, compound

HRID 1189142Notes

Reaction equation

HRID 1189142 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([C:12]1[N:16]([CH3:17])[C:15]2[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=2[N:13]=1)[CH2:9][C:10]#[CH:11]>>[CH3:17][N:16]1[C:15]2[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=2[N:13]=[C:12]1[CH2:8][CH2:9][C:10]#[C:11][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 2211262-IodopyridineHCID 860868832-but-3-ynyl-1-methyl-1H-benzoimidazole

Product 1

HCID 11615876HCID 11615876, compoundYield 31%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-iodo-pyridine (100 mg, 0.49 mmol) and 2-but-3-ynyl-1-methyl-1H-benzoimidazole (90 mg, 0.49 mmol). Reaction time: 18 hours. The crude residue was purified by flash chromatography (DCM/MeOH 98:2) to yield 39 mg (0.15 mmol, 31%) of 1-methyl-2-(4-(pyridin-2-yl)but-3-ynyl)-1H-benzo[d]imidazole as a brown solid.

Workup

  1. customReaction time
  2. custom18 hours
  3. customThe crude residue was purified by flash chromatography (DCM/MeOH 98:2)

Sources & evidence

ORD record
ord-0dfc3690c607404aa931f893befb07c5
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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