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

HRID 2097455Notes

Reaction equation

HRID 2097455 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[CH2:33][CH2:34][CH:35]3[CH2:37][CH2:36]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=3CCC)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[CH2:33][CH2:34][CH:35]3[CH2:37][CH2:36]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 1363466672-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-propyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 1363466842-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(2-cyclopropylethyl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Product 1

HCID 1358450262-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(2-cyclopropylethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 96.4%

Procedure

Reaction and post treatment were carried out in the same manner as in Example 6-(c) except for using 0.29 g (0.54 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-(2-cyclopropylethyl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 70-(c) in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-propyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one, whereby 209 mg of the title compound was obtained as a white solid. (Yield: 96%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-895b4dae5d7e4cbca9519f7a0dbd6db3
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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