2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-methyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 3-Cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097438Notes

Reaction equation

HRID 2097438 reaction equation
[CH:1]1([C:4]2[C:12]3[C:11](=[O:13])[N:10]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[N:9]=[CH:8][C:7]=3[N:6](COCC[Si](C)(C)C)[C:5]=2[C:30]2[CH:39]=[CH:38][C:37]([O:40][CH:41]([F:43])[F:42])=[C:36]3[C:31]=2[CH:32]=[CH:33][C:34]([CH3:45])([CH3:44])[O:35]3)[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([C:4]2[C:12]3[C:11](=[O:13])[N:10]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[N:9]=[CH:8][C:7]=3[NH:6][C:5]=2[C:30]2[CH:39]=[CH:38][C:37]([O:40][CH:41]([F:43])[F:42])=[C:36]3[C:31]=2[CH:32]=[CH:33][C:34]([CH3:45])([CH3:44])[O:35]3)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 666028152-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-methyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 666030283-Cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Product 1

HCID 1363466763-Cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 84%

Procedure

Reaction and post treatment were carried out in the same manner as in Example 4-(b) except for using 1.35 g (containing an amount corresponding to 2.00 mmol) of 3-cyclopropyl-2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 55-(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 907 mg of the title compound was obtained as a pale yellowish solid. (Yield: 84%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-0eb0087627104dcaa7a127ec216f2117
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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