HCID 22632966, compound → HCID 22633002, compound

HRID 2416902Notes

Reaction equation

HRID 2416902 reaction equation
C([O:5][N:6]1[C:15](=[O:16])[C:14]2[C:9](=[C:10]([F:23])[C:11]([N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[C:12]([F:17])[CH:13]=2)[N:8]([CH:24]2[CH2:26][CH2:25]2)[C:7]1=[O:27])(C)(C)C>C(O)(C(F)(F)F)=O>[CH:24]1([N:8]2[C:9]3[C:14](=[CH:13][C:12]([F:17])=[C:11]([N:18]4[CH2:22][CH2:21][CH2:20][CH2:19]4)[C:10]=3[F:23])[C:15](=[O:16])[N:6]([OH:5])[C:7]2=[O:27])[CH2:26][CH2:25]1

Participants

3

Reactant 1

HCID 22632966HCID 22632966, compound

Product 1

HCID 22633002HCID 22633002, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 3-tert-butoxy-1-cyclopropyl-6,8-difluoro-7-pyrrolidin-1-yl-1H-quinazoline-2,4-dione (Example U-3, 0.52 g) in TFA (10 mL) was allowed to stir overnight at ambient temperature. The mixture was then concentrated and the product triturated with diethyl ether (repeated three times). The solid was filtered and washed with diethyl ether and dried to provide 0.35 g of the title compound as a solid, mp 228-230° C.

Workup

  1. concentrationThe mixture was then concentrated
  2. customthe product triturated with diethyl ether (repeated three times)
  3. filtrationThe solid was filtered
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-4df22eb486b942fe805132855314f16f
Source dataset
uspto-grants-2004_11
Patent number
US06825199B2

Reaction notes

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