3-Chloro-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 3-Cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one HCl

HRID 2097439Notes

Reaction equation

HRID 2097439 reaction equation
[CH:1]1([C:4]2[C:12]3[C:11](=[O:13])[N:10](COCC[Si](C)(C)C)[N:9]=[CH:8][C:7]=3[NH:6][C:5]=2[C:22]2[CH:31]=[CH:30][C:29]([O:32][CH:33]([F:35])[F:34])=[C:28]3[C:23]=2[CH:24]=[CH:25][C:26]([CH3:37])([CH3:36])[O:27]3)[CH2:3][CH2:2]1.[Cl:38]C1C2C(=O)NN=CC=2N(COCC[Si](C)(C)C)C=1C1C=CC(OC(F)F)=C(OC2CC2)C=1>>[ClH:38].[CH:1]1([C:4]2[C:12]3[C:11](=[O:13])[NH:10][N:9]=[CH:8][C:7]=3[NH:6][C:5]=2[C:22]2[CH:31]=[CH:30][C:29]([O:32][CH:33]([F:35])[F:34])=[C:28]3[C:23]=2[CH:24]=[CH:25][C:26]([CH3:37])([CH3:36])[O:27]3)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 666026343-Chloro-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 1363466763-Cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Product 1

HCID 1363466773-Cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one HCl

Procedure

Reaction was carried out in the same manner as in Example 6-(c) except for using 900 mg (1.70 mmol) of 3-cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one obtained in Example 55-(b) in place of 3-chloro-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one. After completion of the reaction, the solid obtained from the reaction suspension by filtration was washed with 1,4-dioxane and dried under reduced pressure to obtain 739 mg of the title compound as a white solid substantially quantitatively.

Workup

  1. customReaction
  2. customAfter completion of the reaction
  3. customthe solid obtained from the reaction suspension by filtration
  4. washwas washed with 1,4-dioxane
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-b705cbe372554a118f9fd550852678cc
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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