3,4-bis(Benzyloxy)-6-[2-(2,6-difluorophenyl)ethynyl]pyridazine → HCID 178518837, compound

HRID 927171Notes

Reaction equation

HRID 927171 reaction equation
OC1C(=O)NN=C(CCC2C=CC=CC=2)C=1.C([O:24][C:25]1[N:26]=[N:27][C:28]([C:39]#[C:40][C:41]2[C:46]([F:47])=[CH:45][CH:44]=[CH:43][C:42]=2[F:48])=[CH:29][C:30]=1[O:31]CC1C=CC=CC=1)C1C=CC=CC=1>CO>[F:48][C:42]1[CH:43]=[CH:44][CH:45]=[C:46]([F:47])[C:41]=1[CH2:40][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 712700753,4-bis(Benzyloxy)-6-[2-(2,6-difluorophenyl)ethynyl]pyridazine2×HCID 1785188083-Hydroxy-6-(2-Phenylethyl)pyridazin-4(1h)-One

Product 1

HCID 178518837HCID 178518837, compoundYield 24.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared by the same method as for 4-hydroxy-6-(2-phenylethyl)pyridazin-3(2H)-one (Example 1) from 3,4-bis(benzyloxy)-6-[2-(2,6-difluorophenyl)ethynyl]pyridazine (Intermediate 33) except that the solvent mixture used for the hydrogenation was methanol and the final material was purified by preparative HPLC (0.035 g, 24.8% yield).

Workup

  1. customthe final material was purified by preparative HPLC (0.035 g, 24.8% yield)

Sources & evidence

ORD record
ord-f023d4f7f0414f28aa77a874932a85ff
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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