1,2,3,4-Tetrahydroquinoline → 3-Methoxy-6-(tetrahydroquinoline-1-sulfonyl)-pyridazine

HRID 1369488Notes

Reaction equation

HRID 1369488 reaction equation
F[S:2]([C:5]1[N:6]=[N:7][C:8]([O:11][CH3:12])=[CH:9][CH:10]=1)(=[O:4])=[O:3].[NH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15][CH2:14]1>>[CH3:12][O:11][C:8]1[N:7]=[N:6][C:5]([S:2]([N:13]2[C:22]3[CH:17]([CH2:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][CH2:15][CH2:14]2)(=[O:4])=[O:3])=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 694601,2,3,4-TetrahydroquinolineHCID 110306363-Fluorosulfonyl-6-methoxypyridazine

Product 1

HCID 690499883-Methoxy-6-(tetrahydroquinoline-1-sulfonyl)-pyridazineYield 73.4%

Conditions

Temperature
140 °C

Procedure

A mixture of 3-fluorosulfonyl-6-methoxypyridazine (2 mmol, 384 mg) and tetrahydroquinoline (4 mmol, 532 mg) was heated at 140° C. for two hours. The reaction mixture was cooled, extracted with EtOAc (20 mL), and the EtOAc extract was dried, filtered and evaporated to obtain 3-methoxy-6-(tetrahydroquinoline-1-sulfonyl)-pyridazine (73%, 451 mg).

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with EtOAc (20 mL)
  3. extractionthe EtOAc extract
  4. customwas dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-f716e945a3074dc0ba593c5169a01b4c
Source dataset
uspto-grants-2003_06
Patent number
US06579879B2

Reaction notes

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