1-Benzyloxymethyl-3-[(4-fluorophenyl)hydroxymethyl]-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 1-Benzyloxymethyl-3-(4-fluorobenzyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097525Notes

Reaction equation

HRID 2097525 reaction equation
[CH2:1]([O:8][CH2:9][N:10]1[C:14]2[CH:15]=[N:16][N:17](COCC[Si](C)(C)C)[C:18](=[O:19])[C:13]=2[C:12]([CH:28]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)O)=[CH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCN1C2C=NNC(=O)C=2C(C(O)(C)C)=C1)C1C=CC=CC=1>>[CH2:1]([O:8][CH2:9][N:10]1[C:14]2[CH:15]=[N:16][NH:17][C:18](=[O:19])[C:13]=2[C:12]([CH2:28][C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)=[CH:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 666025631-Benzyloxymethyl-3-[(4-fluorophenyl)hydroxymethyl]-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 666032561-Benzyloxymethyl-3-(1-hydroxy-1-methylethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Product 1

HCID 666025371-Benzyloxymethyl-3-(4-fluorobenzyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 89%

Procedure

Reaction and post treatment were carried out in the same manner as in Reference example 21-(e) except for using 2.73 g (5.36 mmol) of 1-benzyloxymethyl-3-[(4-fluorophenyl)hydroxymethyl]-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Reference example 38-(a) in place of 1-benzyloxymethyl-3-(1-hydroxy-1-methylethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one, whereby 1.73 g of the title compound was obtained as a pale yellowish solid. (Yield: 89%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-00846f3fcd62450e80dc0819d5612e21
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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