HCID 86650132, compound → HCID 136013426, compound

HRID 241775Notes

Reaction equation

HRID 241775 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3](=[N:19][OH:20])[CH2:4][C:5]([C:7]1[C:16](=[O:17])[NH:15][C:10]2=[N:11][CH:12]=[CH:13][N:14]=[C:9]2[C:8]=1[OH:18])=O>FC(F)(F)C(O)=O>[OH:18][C:8]1[C:9]2[C:10](=[N:11][CH:12]=[CH:13][N:14]=2)[NH:15][C:16](=[O:17])[C:7]=1[C:5]1[O:20][N:19]=[C:3]([C:2]([F:22])([F:21])[F:1])[CH:4]=1

Participants

3

Reactant 1

HCID 86650132HCID 86650132, compound

Product 1

HCID 136013426HCID 136013426, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A suspension of 4,4,4-trifluoro-1-(8-hydroxy-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-7-yl)-butane-1,3-dione 3-oxime (Example 6.4) (0.068 g) in trifluoroacetic acid (“TFA”) (0.5 ml) was heated to reflux for 7 hours. The solid was isolated by filtration and washed with diethyl ether and then dried. The solid was heated to reflux again in trifluoroacetic acid (“TFA”) (2.0 ml) for 2 days and worked up similarly to give Compound No. B10 of Table B (0.050 g).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 7 hours
  3. customThe solid was isolated by filtration
  4. washwashed with diethyl ether
  5. customdried
  6. temperatureThe solid was heated
  7. temperatureto reflux again in trifluoroacetic acid (“TFA”) (2.0 ml) for 2 days
  8. customto give Compound No

Sources & evidence

ORD record
ord-d4f8f2da446743c39b6c37011db3a948
Source dataset
uspto-grants-2014_02
Patent number
US08653078B2

Reaction notes

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