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

HRID 2097378Notes

Reaction equation

HRID 2097378 reaction equation
[CH:1]1([O:4][C:5]2[CH:6]=[C:7]([C:15]3[N:32](COCC[Si](C)(C)C)[C:18]4[CH:19]=[N:20][N:21]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:22](=[O:23])[C:17]=4[C:16]=3[CH2:41][CH3:42])[CH:8]=[CH:9][C:10]=2[O:11][CH:12]([F:14])[F:13])[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:4][C:5]2[CH:6]=[C:7]([C:15]3[NH:32][C:18]4[CH:19]=[N:20][N:21]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:30])([CH3:29])[CH3:31])[C:22](=[O:23])[C:17]=4[C:16]=3[CH2:41][CH3:42])[CH:8]=[CH:9][C:10]=2[O:11][CH:12]([F:14])[F:13])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 666026732-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-ethyl-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 1363466592-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-ethyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 79%

Procedure

Reaction and post treatment were carried out in the same manner as in Example 4-(b) except for using 9.35 g (containing an amount corresponding to 14.0 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-ethyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one obtained in Example 5-(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 5.84 g of the title compound was obtained as a white solid. (Yield: 79%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-2ea3597be5094b45b2a0b6ac393e826b
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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