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

HRID 927163Notes

Reaction equation

HRID 927163 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][CH:43]=[CH:42][C:41]=2[Cl:46])=[CH:29][C:30]=1[O:31]CC1C=CC=CC=1)C1C=CC=CC=1>O1CCCC1>[Cl:46][C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=1[CH2:39][C:28]1[CH:29]=[C:30]([OH:31])[C:25](=[O:24])[NH:26][N:27]=1

Participants

4

Reactant 2

HCID 712701973,4-bis(Benzyloxy)-6-[(2-chlorophenyl)methyl]pyridazine2×HCID 1785188083-Hydroxy-6-(2-Phenylethyl)pyridazin-4(1h)-One

Product 1

HCID 1785187946-(2-Chlorobenzyl)-4-hydroxypyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared in the same way as 4-hydroxy-6-(2-phenylethyl)pyridazin-3(2H)-one (Example 1) from 3,4-bis(benzyloxy)-6-[(2-chlorophenyl)methyl]pyridazine (Intermediate 53) except that the solvent used for the hydrogenation was tetrahydrofuran 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-6d1cf828d35a4d49a0c8c96e4cb1275f
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

Loading…