Pyridinium chloride → HCID 178504660, compound

HRID 2307500Notes

Reaction equation

HRID 2307500 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]([C:17]3[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:19][CH:18]=3)=[C:15]3[N:10]([N:11]=[C:12]([O:27]C)[CH:13]=[CH:14]3)[N:9]=2)=[CH:4][CH:3]=1.Cl.N1C=CC=CC=1>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]([C:17]3[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:24])=[O:25])=[CH:19][CH:18]=3)=[C:15]3[N:10]([N:11]=[C:12]([OH:27])[CH:13]=[CH:14]3)[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 225623412-(4-Fluoro-phenyl)-3-(4-methanesulfonyl-phenyl)-6-methoxy-pyrazolo[1,5-b]pyridazine

Product 1

HCID 178504660HCID 178504660, compoundYield 38.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 2-(4-fluoro-phenyl)-3-(4-methanesulfonyl-phenyl)-6-methoxy-pyrazolo[1,5-b]pyridazine (321 mg) and pyridine hydrochloride (1.4 g) was heated to and at 200° C. in a sealed vessel (Reactivial™) for 3 hours. The cooled reaction was poured into water (20 ml), and extracted with ethyl acetate (3×30 ml). The combined organic extracts dried (MgSO4), filtered and evaporated in vacuo to give a solid which was triturated with diethyl ether to give the title compound as a beige solid (119 mg).

Workup

  1. customThe cooled reaction
  2. extractionextracted with ethyl acetate (3×30 ml)
  3. dry with materialThe combined organic extracts dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customto give a solid which
  7. customwas triturated with diethyl ether

Sources & evidence

ORD record
ord-18b8323dffa34bdda5a9e49842b7c008
Source dataset
uspto-grants-2004_12
Patent number
US06831097B2

Reaction notes

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