HCID 86677039, compound → HCID 178518821, compound

HRID 927186Notes

Reaction equation

HRID 927186 reaction equation
OC1C(=O)NN=C(CCC2C=CC=CC=2)C=1.C([O:24][C:25]1[N:26]=[N:27][C:28](/[CH:39]=[CH:40]/[C:41]2[CH:46]=[CH:45][C:44]([C:47]([F:50])([F:49])[F:48])=[C:43]([F:51])[CH:42]=2)=[CH:29][C:30]=1[O:31]CC1C=CC=CC=1)C1C=CC=CC=1>>[F:51][C:43]1[CH:42]=[C:41]([CH2:40][CH2:39][C:28]2[CH:29]=[C:30]([OH:31])[C:25](=[O:24])[NH:26][N:27]=2)[CH:46]=[CH:45][C:44]=1[C:47]([F:50])([F:48])[F:49]

Participants

3

Reactant 2

HCID 86677039HCID 86677039, compound2×HCID 1785188083-Hydroxy-6-(2-Phenylethyl)pyridazin-4(1h)-One

Product 1

HCID 178518821HCID 178518821, compoundYield 60%

Procedure

Prepared as described for 4-hydroxy-6-(2-phenylethyl)pyridazin-3(2H)-one (Example 1) from 3,4-bis(benzyloxy)-6-[(E)-2-[3-fluoro-4-(trifluoromethyl)phenyl]ethenyl]pyridazine (Intermediate 79) in 60% yield. The solid was purified by reverse phase chromatography, eluting with 5-100% acetonitrile in water with acid modifier to yield 6-{2-[3-fluoro-4-(trifluoromethyl)phenyl]ethyl}-4-hydroxy-2,3-dihydropyridazin-3-one in 60% yield.

Workup

  1. customPrepared
  2. customThe solid was purified by reverse phase chromatography
  3. washeluting with 5-100% acetonitrile in water with acid modifier

Sources & evidence

ORD record
ord-8babf83032c44e1389ba80f2274f3c6b
Source dataset
uspto-grants-2016_03
Patent number
US09290456B2

Reaction notes

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