Water → N-(4-Amino-6-bromo-5-cyano-pyridin-2-yl)-acetamide

HRID 1364524Notes

Reaction equation

HRID 1364524 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([Br:10])[N:5]=[C:4]([NH2:11])[CH:3]=1.[C:12](Cl)([CH3:14])=[O:13].O>N1C=CC=CC=1>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([Br:10])[N:5]=[C:4]([NH:11][C:12](=[O:13])[CH3:14])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 1706684,6-Diamino-2-bromo-3-pyridinecarbonitrile

Product 1

HCID 11557905N-(4-Amino-6-bromo-5-cyano-pyridin-2-yl)-acetamideYield 83.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4,6-Diamino-2-bromo-nicotinonitrile (100 mg, 0.47 mmol) was dissolved in 1.0 mL of anhydrous pyridine. AcCl (225 μL, 2.35 mmol) was dropped in slowly. The resulting mixture was shaken overnight at ambient temperature. Water (5 mL) was added to the mixture mixture. The resulting brown solid was collected through filtration, washed with cold water, and dried in a vacuum oven to provide the title compound (100 mg, 83%).

Workup

  1. filtrationThe resulting brown solid was collected through filtration
  2. washwashed with cold water
  3. customdried in a vacuum oven

Sources & evidence

ORD record
ord-26722478daf54c5cb5495e98b9091a83
Source dataset
uspto-grants-2011_02
Patent number
US07888374B2

Reaction notes

Loading…