3,4-bis(Benzyloxy)-6-[(3-fluorophenyl)ethynyl]pyridazine → HCID 178518815, compound

HRID 927131Notes

Reaction equation

HRID 927131 reaction equation
C([O:8][C:9]1[N:10]=[N:11][C:12]([C:23]#[C:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=2)=[CH:13][C:14]=1[O:15]CC1C=CC=CC=1)C1C=CC=CC=1>CO>[F:31][C:27]1[CH:26]=[C:25]([CH2:24][CH2:23][C:12]2[CH:13]=[C:14]([OH:15])[C:9](=[O:8])[NH:10][N:11]=2)[CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 1

HCID 712702403,4-bis(Benzyloxy)-6-[(3-fluorophenyl)ethynyl]pyridazine2×

Product 1

HCID 178518815HCID 178518815, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared as described for 4-hydroxy-6-(2-phenethyl)pyridazin-3(2H)-one (Example 1) from 3,4-bis(benzyloxy)-6-[(3-fluorophenyl)ethynyl]pyridazine (Intermediate 10) except that the reaction was carried out in methanol. The resulting crude product was recrystallised from a mixture of ethanol and heptane to afford 6-[2-(3-fluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one as cream crystals (yield=63%).

Workup

  1. customPrepared
  2. customThe resulting crude product was recrystallised from a mixture of ethanol and heptane

Sources & evidence

ORD record
ord-ba543bd33a474121bcbd6ad90c0cb7cd
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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