Hydrochloric Acid → 1-(2-Butenyl)-7-(4-fluorobenzyloxy)-2,3-dimethylpyrrolo[2,3-d]pyridazine hydrochloride

HRID 1107791Notes

Reaction equation

HRID 1107791 reaction equation
[ClH:1].[CH2:2]([N:6]1[C:10]2=[C:11]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[N:12]=[N:13][CH:14]=[C:9]2[C:8]([CH3:24])=[C:7]1[CH3:25])[CH:3]=[CH:4][CH3:5]>C(O)C.C(OCC)C>[ClH:1].[CH2:2]([N:6]1[C:10]2=[C:11]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[N:12]=[N:13][CH:14]=[C:9]2[C:8]([CH3:24])=[C:7]1[CH3:25])[CH:3]=[CH:4][CH3:5]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 539969541-(2-Butenyl)-7-(4-fluorobenzyloxy)-2,3-dimethylpyrrolo[2,3-d]pyridazine

Product 1

HCID 701055881-(2-Butenyl)-7-(4-fluorobenzyloxy)-2,3-dimethylpyrrolo[2,3-d]pyridazine hydrochlorideYield 84.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 0.36 g (0.01 mole) of hydrogen chloride in 3.0 ml of ethanol was added dropwise with ice-cooling to a solution of 2.00 g (0.00615 mole) of 1-(2-butenyl)-7-(4-fluorobenzyloxy)-2,3-dimethylpyrrolo[2,3-d]pyridazine (cis/trans=1/99) in 160 ml of dry diethyl ether and the resulting mixture was stirred at the same temperature for 20 minutes. The reaction mixture was concentrated at room temperature and the residue was washed with a mixture of 10 ml of ethanol and 120 ml of dry diethyl ether. The solid mass thus obtained was then collected by filtration to give 1.88 g of the title compound (trans) as a white powder.

Workup

  1. concentrationThe reaction mixture was concentrated at room temperature
  2. washthe residue was washed with a mixture of 10 ml of ethanol and 120 ml of dry diethyl ether
  3. customThe solid mass thus obtained
  4. filtrationwas then collected by filtration

Sources & evidence

ORD record
ord-a73be3b516fe4667a41837b9fe6eab9d
Source dataset
uspto-grants-2000_05
Patent number
US06063782

Reaction notes

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