Dabco → HCID 116787092, compound

HRID 2178118Notes

Reaction equation

HRID 2178118 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([S:10](Cl)(=[O:12])=[O:11])[CH:6]=[CH:7][C:8]=1[F:9])#[N:2].[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[N:15]=1.C1N2CCN(CC2)C1>C(#N)C>[C:1]([C:3]1[CH:4]=[C:5]([S:10]([NH:20][C:16]2[N:15]=[N:14][CH:19]=[CH:18][CH:17]=2)(=[O:12])=[O:11])[CH:6]=[CH:7][C:8]=1[F:9])#[N:2]

Participants

5

Reactant 3

HCID 9237DabcoHCID 230373AminopyridazineHCID 27789083-Cyano-4-fluorobenzenesulfonyl chloride

Product 1

HCID 116787092HCID 116787092, compoundYield 30.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 3-cyano-4-fluorobenzenesulfonyl chloride (11.55 g, 52.63 mmol) in anhydrous acetonitrile (250 mL) was added pyridazin-3-amine (5 g, 52.63 mmol) followed by DABCO (5.9 g, 52.63 mmol) at 0° C. The reaction was stirred at room temperature for 18 hours, and then filtered. The filtrate was concentrated in vacuo and purified using silica gel column chromatography to afford the title compound (4.5 g, 30%)

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo
  3. custompurified

Sources & evidence

ORD record
ord-40090f2e4b3047359c1a957e970019f5
Source dataset
uspto-grants-2015_06
Patent number
US09067922B2

Reaction notes

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