2,6-Diaminopyridine → HCID 58997363, compound

HRID 1716944Notes

Reaction equation

HRID 1716944 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[N:3]=1.[F:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](Cl)=[O:15])=[CH:12][CH:11]=1>O1CCOCC1>[NH2:8][C:4]1[N:3]=[C:2]([NH:1][C:14](=[O:15])[C:13]2[CH:17]=[CH:18][C:10]([F:9])=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 88612,6-DiaminopyridineHCID 678794-Fluorobenzoyl chloride

Product 1

HCID 58997363HCID 58997363, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve 2,6-diaminopyridine (1.637 g, 15 mmol) in dioxane (15 mL) and cool to 0° C. for 10 min. Add 4-fluorobenzoyl chloride (793 mg, 0.59 mL, 5.0 mmol) slowly. After 40 min, remove ice bath and stir the reaction at room temperature. Use the work-up and purification procedures described in Preparation 43 to provide N-(6-Amino-pyridin-2-yl)-4-fluoro-benzamide as a slightly yellow solid (1.170 g, 100%): mass spectrum (ion spray): m/z=232.0 (M+1).

Workup

  1. customremove ice bath
  2. customthe reaction at room temperature
  3. customthe work-up and purification procedures
  4. customdescribed in Preparation 43

Sources & evidence

ORD record
ord-31e67e0bbb134309bdf427f76e7e1c02
Source dataset
uspto-grants-2010_09
Patent number
US07803813B2

Reaction notes

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