HCID 22623948, compound → HCID 22624022, compound

HRID 279017Notes

Reaction equation

HRID 279017 reaction equation
C([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([Br:26])[C:22]([N:23]([CH3:25])[CH3:24])=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:27])C1C=CC=CC=1.FC(F)(F)C([O-])=O.FC(F)(F)C([O-])=O.FC(F)(F)C([O-])=O.[B+3]>C(O)(C(F)(F)F)=O>[Br:26][C:21]1[C:22]([N:23]([CH3:25])[CH3:24])=[C:15]2[CH:14]=[CH:13][CH:12]=[C:11]3[C:16]2=[C:17]([CH:20]=1)[C:18](=[O:19])[N:9]([OH:8])[C:10]3=[O:27]

Participants

4

Reactant 2

HCID 22623948HCID 22623948, compoundHCID 178525683HCID 178525683, compound

Product 1

HCID 22624022HCID 22624022, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Following the procedure of Example 52, 2-benzyloxy-5-bromo-6-dimethylamino-benzo[de]isoquinoline-1,3-dione (0.17 g, 0.39 mmol, from Example X1) and a 1.0 M solution of boron tris(trifluoroacetate) in TFA (2 mL) were reacted to give 0.12 g of the title compound, mp 185-187° C.

Sources & evidence

ORD record
ord-21409e203bff4c7da9cf447298d048dd
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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