2-Bromo-3-chloropyridine → HCID 178509514, compound

HRID 1842482Notes

Reaction equation

HRID 1842482 reaction equation
[NH:1]1[CH2:5][CH2:4][CH:3]([C:6]2[NH:10][C:9]3[CH:11]=[CH:12][C:13]([C:15]#[N:16])=[CH:14][C:8]=3[N:7]=2)[CH2:2]1.Br[C:18]1[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][N:19]=1>N1C=CC=CC=1>[Cl:24][C:23]1[C:18]([N:1]2[CH2:5][CH2:4][CH:3]([C:6]3[NH:10][C:9]4[CH:11]=[CH:12][C:13]([C:15]#[N:16])=[CH:14][C:8]=4[N:7]=3)[CH2:2]2)=[N:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 70163262-Bromo-3-chloropyridineHCID 178509513HCID 178509513, compound

Product 1

HCID 178509514HCID 178509514, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
130 °C

Procedure

The mixture of 2-pyrrolidin-3-yl-1H-benzoimidazole-5-carbonitrile (120 mg, 0.57 mmol), 2-bromo-3-chloro-pyridine (109 mg, 0.57 mmol) in pyridine was heated at 130° C. by microwave for 45 mins. Then it was concentrated to give the crude product and purified by column chromatography and followed by preparative HPLC to afford pure product (25 mg, 18%).

Workup

  1. concentrationThen it was concentrated
  2. customto give the crude product
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-f9497b3f72f14e75a41340aafe4a157d
Source dataset
uspto-grants-2015_02
Patent number
US08946230B2

Reaction notes

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