3-Cyclobutoxymethyl-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 3-Cyclobutoxymethyl-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097386Notes

Reaction equation

HRID 2097386 reaction equation
[CH:1]1([O:5][CH2:6][C:7]2[C:15]3[C:14](=[O:16])[N:13]([CH2:17][O:18][CH2:19][CH2:20][Si:21]([CH3:24])([CH3:23])[CH3:22])[N:12]=[CH:11][C:10]=3[N:9](COCC[Si](C)(C)C)[C:8]=2[C:33]2[CH:38]=[CH:37][C:36]([O:39][CH:40]([F:42])[F:41])=[C:35]([O:43][CH:44]3[CH2:46][CH2:45]3)[CH:34]=2)[CH2:4][CH2:3][CH2:2]1.C1(OC2C=C(C3N(COCC[Si](C)(C)C)C4C=NN(COCC[Si](C)(C)C)C(=O)C=4C=3C)C=CC=2OC(F)F)CC1>>[CH:1]1([O:5][CH2:6][C:7]2[C:15]3[C:14](=[O:16])[N:13]([CH2:17][O:18][CH2:19][CH2:20][Si:21]([CH3:24])([CH3:22])[CH3:23])[N:12]=[CH:11][C:10]=3[NH:9][C:8]=2[C:33]2[CH:38]=[CH:37][C:36]([O:39][CH:40]([F:41])[F:42])=[C:35]([O:43][CH:44]3[CH2:46][CH2:45]3)[CH:34]=2)[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 666028093-Cyclobutoxymethyl-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 666028152-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-methyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Product 1

HCID 1363466633-Cyclobutoxymethyl-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 97%

Procedure

Reaction and post treatment were carried out in the same manner as in Example 4-(b) except for using 479 mg (0.696 mmol) of 3-cyclobutoxymethyl-2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 13-(a) in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-methyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one, whereby 369 mg of the title compound was obtained as a white foam. (Yield: 97%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-fba0cc034b544f80bad46e5870360871
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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