Hydrochloric Acid → HCID 66602774, compound

HRID 2097396Notes

Reaction equation

HRID 2097396 reaction equation
[CH2:1]([C:8]1[C:16]2[C:15](=[O:17])[N:14](COCC[Si](C)(C)C)[N:13]=[CH:12][C:11]=2[N:10]([CH2:26][O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:9]=1[C:35]1[CH:40]=[CH:39][C:38]([O:41][CH:42]([F:44])[F:43])=[C:37]([O:45][CH:46]2[CH2:48][CH2:47]2)[CH:36]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[CH2:1]([C:8]1[C:16]2[C:15](=[O:17])[NH:14][N:13]=[CH:12][C:11]=2[N:10]([CH2:26][O:27][CH2:28][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:9]=1[C:35]1[CH:40]=[CH:39][C:38]([O:41][CH:42]([F:44])[F:43])=[C:37]([O:45][CH:46]2[CH2:48][CH2:47]2)[CH:36]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 666027933-Benzyl-1-benzyloxymethyl-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Product 1

HCID 66602774HCID 66602774, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 278 mg (0.413 mmol) of 3-benzyl-1-benzyloxymethyl-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 19-(a) was added 3.3 ml of 1,4-dioxane solution containing 4N hydrogen chloride, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, to the obtained solid were added 8.6 ml of methanol and 4.3 ml of 28% aqueous ammonia, and the mixture was stirred at room temperature for 1 hour. Then, the solution was concentrated under reduced pressure, water was added to the obtained concentrate, and the precipitated solid was collected by filtration. The obtained solid was washed with water and dried under reduced pressure to obtain 198 mg of the title compound as a white solid. (Yield: 88%)

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure, to the obtained solid
  3. additionwere added 8.6 ml of methanol and 4.3 ml of 28% aqueous ammonia
  4. stirringthe mixture was stirred at room temperature for 1 hour
  5. concentrationThen, the solution was concentrated under reduced pressure, water
  6. additionwas added to the obtained
  7. concentrationconcentrate
  8. filtrationthe precipitated solid was collected by filtration
  9. washThe obtained solid was washed with water
  10. customdried under reduced pressure

Sources & evidence

ORD record
ord-ee08e461a49a455082a74e73f7f5c3e2
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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