HCID 86650132, compound → HCID 136013426, compound

HRID 2197504Notes

Reaction equation

HRID 2197504 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-d8544cd185e0426a8376d59b8e82d78e
Source dataset
uspto-grants-2012_12
Patent number
US08338598B2

Reaction notes

Loading…