1-Benzyloxymethyl-3-hydroxyphenylmethyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 3-Benzyl-1-benzyloxymethyl-5-hydroxymethyl-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097519Notes

Reaction equation

HRID 2097519 reaction equation
[CH2:1]([O:8][CH2:9][N:10]1[C:14]2[CH:15]=[N:16][N:17]([CH2:20][O:21]CC[Si](C)(C)C)[C:18](=[O:19])[C:13]=2[C:12](O)=[C:11]1CC1C=CC=CC=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:36](OCN1C2C=NNC(=O)C=2C(C(O)(C)C)=C1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[CH2:36]([C:12]1[C:13]2[C:18](=[O:19])[N:17]([CH2:20][OH:21])[N:16]=[CH:15][C:14]=2[N:10]([CH2:9][O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:11]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 666028001-Benzyloxymethyl-3-hydroxyphenylmethyl-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 666025483-Benzyl-1-benzyloxymethyl-5-hydroxymethyl-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneYield 71%

Procedure

Reaction and post treatment were carried out in the same manner as in Reference example 21-(e) except for using 3.08 g (6.26 mmol) of 1-benzyloxymethyl-3-hydroxyphenylmethyl-5-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one obtained in Reference example 33-(e) in place of 1-benzyloxymethyl-3-(1-hydroxy-1-methylethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one, whereby 1.68 g of the title compound was obtained as a pale yellowish solid. (Yield: 71%)

Workup

  1. customReaction and post treatment

Sources & evidence

ORD record
ord-36f6c75afd4c4288b944160bee1a71cf
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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