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

HRID 2097433Notes

Reaction equation

HRID 2097433 reaction equation
[F:1][CH:2]([F:43])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:16]2[N:33](COCC[Si](C)(C)C)[C:19]3[CH:20]=[N:21][N:22]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[C:23](=[O:24])[C:18]=3[C:17]=2[CH3:42])=[C:8]2[C:13]=1[O:12][C:11]([CH3:15])([CH3:14])[CH:10]=[CH:9]2.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>>[F:43][CH:2]([F:1])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:16]2[NH:33][C:19]3[CH:20]=[N:21][N:22]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[C:23](=[O:24])[C:18]=3[C:17]=2[CH3:42])=[C:8]2[C:13]=1[O:12][C:11]([CH3:15])([CH3:14])[CH:10]=[CH:9]2

Participants

3

Reactant 2

HCID 666026722-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-3-methyl-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 1363466732-(8-Difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-3-methyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 43%

Procedure

Reaction and post treatment were carried out in the same manner as in Example 4-(b) except for using 574 mg (containing an amount corresponding to 0.754 mmol) of 2-(8-difluoromethoxy-2,2-dimethyl-2H-chromen-5-yl)-3-methyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 53-(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 163 mg of the title compound was obtained as a white solid. (Yield: 43%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-c7e2496c1af345de827154f607b45dd1
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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