Trifluoroacetic acid → HCID 22623919, compound

HRID 279031Notes

Reaction equation

HRID 279031 reaction equation
C([O:5][N:6]1[C:15](=[O:16])[C:14]2[CH:17]=[C:18]([Cl:25])[C:19]([N:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)=[C:12]3[C:13]=2[C:8](=[CH:9][C:10]([N+:26]([O-:28])=[O:27])=[CH:11]3)[C:7]1=[O:29])(C)(C)C.C(O)(C(F)(F)F)=O>>[Cl:25][C:18]1[C:19]([N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)=[C:12]2[CH:11]=[C:10]([N+:26]([O-:28])=[O:27])[CH:9]=[C:8]3[C:13]2=[C:14]([CH:17]=1)[C:15](=[O:16])[N:6]([OH:5])[C:7]3=[O:29]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22623969HCID 22623969, compound

Product 1

HCID 22623919HCID 22623919, compoundYield 70.6%

Procedure

A mixture of 2-tert-butyloxy-5-chloro-8-nitro-6-(pyrrolidin-1-yl)-benzo[de]isoquinoline-1,3-dione (0.2 g, 0.47 mmol, from Example M3-A) and TFA (1.6 mL) was stirred at room temperature for 2 hours and poured into ice water. The solid was collected, washed with water and ether, and dried to give 0.12 g of the title compound, mp 209-210° C.

Workup

  1. customThe solid was collected
  2. washwashed with water and ether
  3. customdried

Sources & evidence

ORD record
ord-aa4b106d66494ff2b2db16a94747c369
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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