HCID 86627032, compound → 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-hydroxy-2-propenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097459Notes

Reaction equation

HRID 2097459 reaction equation
[CH:1]1([O:4][C:5]2[CH:6]=[C:7]([C:15]3[N:32]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[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[CH:41]=[O:42])[CH:8]=[CH:9][C:10]=2[O:11][CH:12]([F:14])[F:13])[CH2:3][CH2:2]1.[C:43]([Mg]Br)#[CH:44]>O1CCCC1>[CH:1]1([O:4][C:5]2[CH:6]=[C:7]([C:15]3[N:32]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[C:18]4[CH:19]=[N:20][N:21]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:29])[CH3:30])[C:22](=[O:23])[C:17]=4[C:16]=3[CH:41]([OH:42])[CH:43]=[CH2:44])[CH:8]=[CH:9][C:10]=2[O:11][CH:12]([F:13])[F:14])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 86627032HCID 86627032, compoundHCID 178418486HCID 178418486, compound2×

Product 1

HCID 666027912-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-hydroxy-2-propenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction and post treatment were carried out in the same manner as in Example 71-(a) except for using 1.02 g (1.64 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in the same manner as in Example 15-(a), and using 4 ml of tetrahydrofuran solution containing 1M ethynyl magnesium bromide in place of tetrahydrofuran solution containing ethynyl magnesium bromide, whereby 1.01 g of the title compound was obtained as a yellowish oil substantially quantitatively.

Workup

  1. customReaction and post treatment
  2. customobtained in the same manner as in Example 15-(a)

Sources & evidence

ORD record
ord-6c68593470bc46cdac831c247d01344c
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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