5-Benzyl-2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-3-phenyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 5-Benzyl-2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-3-phenyl-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097420Notes

Reaction equation

HRID 2097420 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[C:15]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[C:16]([C:26]3[CH:31]=[CH:30][C:29]([O:32][CH:33]([F:35])[F:34])=[C:28]([O:36][CH2:37][CH:38]4[CH2:40][CH2:39]4)[CH:27]=3)[N:17](COCC[Si](C)(C)C)[C:11]=2[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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>>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[C:15]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[C:16]([C:26]3[CH:31]=[CH:30][C:29]([O:32][CH:33]([F:34])[F:35])=[C:28]([O:36][CH2:37][CH:38]4[CH2:39][CH2:40]4)[CH:27]=3)[NH:17][C:11]=2[CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 666027755-Benzyl-2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-3-phenyl-1-(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 1363466715-Benzyl-2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-3-phenyl-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 80.5%

Procedure

Reaction and post treatment were carried out in the same manner as in Example 4-(b) except for using 328 mg (0.501 mmol) of 5-benzyl-2-(3-cyclopropylmethoxy-4-difluoromethoxyphenyl)-3-phenyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 38-(d) 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 207 mg of the title compound was obtained as a white solid. (81%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-8df07abfcf3746a1bbc64032bf8a12e7
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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