Triethylamine → HCID 9925650, compound

HRID 2270271Notes

Reaction equation

HRID 2270271 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][C:16]=1F)[N:13]([CH3:18])[C:12](=[O:19])[N:11]([OH:20])[C:10]2=[O:21].C(N(CC)CC)C>C(#N)C>[F:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][C:16]=1[N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[N:13]([CH3:18])[C:12](=[O:19])[N:11]([OH:20])[C:10]2=[O:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 22632955HCID 22632955, compound

Product 1

HCID 9925650HCID 9925650, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Pyrrolidine (0.07 mL, 0.8 mmol) was added to a solution of 6,7-difluoro-3-hydroxy-1-methyl-1H-quinazoline-2,4-dione (Example L, 0.15 g, 0.66 mmol) and triethylamine (1.2 mL, 8.6 mmol) in 30 mL of acetonitrile. The solution was warmed to reflux for 18 hours, cooled, and filtered to give a solid. The solid was triturated with chloroform, filtered, and dried to give 0.07 g of the title compound as a solid, mp >250° C.

Workup

  1. temperatureThe solution was warmed
  2. temperatureto reflux for 18 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customto give a solid
  6. customThe solid was triturated with chloroform
  7. filtrationfiltered
  8. customdried

Sources & evidence

ORD record
ord-2ef78fdf36284ef8afd0d712f02959c0
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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