HCID 71270480, compound → HCID 178518835, compound

HRID 927170Notes

Reaction equation

HRID 927170 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[CH2:42][CH2:43][O:44][CH2:45][CH:46]=2)=[CH:29][C:30]=1[O:31]CC1C=CC=CC=1)C1C=CC=CC=1.[H][H]>CO>[OH:31][C:30]1[C:25](=[O:24])[NH:26][N:27]=[C:28]([CH2:39][CH2:40][CH:41]2[CH2:42][CH2:43][O:44][CH2:45][CH2:46]2)[CH:29]=1

Participants

5

Reactant 3

HCID 71270480HCID 71270480, compound2×HCID 178418361HCID 178418361, compoundHCID 1785188083-Hydroxy-6-(2-Phenylethyl)pyridazin-4(1h)-One

Product 1

HCID 178518835HCID 178518835, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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-(3,6-dihydro-2H-pyran-4-yl)ethynyl]pyridazine (Intermediate 60) except that the pressure of hydrogen gas was 200 psi at room temperature overnight and the solvent used for the hydrogenation was methanol and the product was purified by column chromatography (silica gel, eluting with 0-5% methanol in dichloromethane to afford the title compound (0.1 g, 16% yield).

Workup

  1. customat room temperature
  2. customovernight
  3. customthe product was purified by column chromatography (silica gel
  4. washeluting with 0-5% methanol in dichloromethane

Sources & evidence

ORD record
ord-46b8ea2ed5634d058cc9e6a06d5a6940
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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