3,4-bis(Benzyloxy)-6-[(4-fluorophenyl)methyl]pyridazine → 6-(4-Fluorobenzyl)-4-hydroxypyridazin-3(2H)-one

HRID 927161Notes

Reaction equation

HRID 927161 reaction equation
OC1C(=O)NN=C(CCC2C=CC=CC=2)C=1.C([O:24][C:25]1[N:26]=[N:27][C:28]([CH2:39][C:40]2[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=2)=[CH:29][C:30]=1[O:31]CC1C=CC=CC=1)C1C=CC=CC=1>C(OCC)(=O)C>[F:46][C:43]1[CH:42]=[CH:41][C:40]([CH2:39][C:28]2[CH:29]=[C:30]([OH:31])[C:25](=[O:24])[NH:26][N:27]=2)=[CH:45][CH:44]=1

Participants

4

Reactant 2

HCID 712704273,4-bis(Benzyloxy)-6-[(4-fluorophenyl)methyl]pyridazine2×HCID 1785188083-Hydroxy-6-(2-Phenylethyl)pyridazin-4(1h)-One

Product 1

HCID 1785188006-(4-Fluorobenzyl)-4-hydroxypyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Prepared in the same way as 4-hydroxy-6-(2-phenylethyl)pyridazin-3(2H)-one (Example 1) from 3,4-bis(benzyloxy)-6-[(4-fluorophenyl)methyl]pyridazine (Intermediate 51) except that the solvent used for the hydrogenation was ethyl acetate and the product was recrystallised from a mixture of MTBE and heptanes.

Workup

  1. customthe product was recrystallised from a mixture of MTBE and heptanes

Sources & evidence

ORD record
ord-c0f5c55f6103409eb25ba82de56a575a
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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