2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-methyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-cyclopropyl-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097389Notes

Reaction equation

HRID 2097389 reaction equation
[CH:1]1([O:4][C:5]2[CH:6]=[C:7]([C:15]3[NH:32][C:18]4[CH:19]=[N:20][N:21](COCC[Si](C)(C)C)[C:22](=[O:23])[C:17]=4[C:16]=3[CH:33]3[CH2:35][CH2:34]3)[CH:8]=[CH:9][C:10]=2[O:11][CH:12]([F:14])[F:13])[CH2:3][CH2:2]1.C1(OC2C=C(C3NC4C=NN(COCC[Si](C)(C)C)C(=O)C=4C=3C)C=CC=2OC(F)F)CC1>>[CH:1]1([O:4][C:5]2[CH:6]=[C:7]([C:15]3[NH:32][C:18]4[CH:19]=[N:20][NH:21][C:22](=[O:23])[C:17]=4[C:16]=3[CH:33]3[CH2:34][CH2:35]3)[CH:8]=[CH:9][C:10]=2[O:11][CH:12]([F:13])[F:14])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 1363466582-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-methyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 1363466642-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-cyclopropyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Product 1

HCID 1358450242-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-cyclopropyl-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 91%

Procedure

Reaction and post treatment were carried out in the same manner as in Example 4-(c) except for using 1.80 g (3.57 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-cyclopropyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 14-(b) in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-methyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one, whereby 1.21 g of the title compound was obtained as a white solid. (Yield: 91%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-c36dc448932e4fb286abda9826cf0f88
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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