Pyrrolidine → HCID 22623933, compound

HRID 278976Notes

Reaction equation

HRID 278976 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:6]([NH:9][C:10]1[C:11](Cl)=[C:12]2[CH:21]=[CH:20][CH:19]=[C:18]3[C:13]2=[C:14]([CH:29]=1)[C:15](=[O:28])[N:16]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:17]3=[O:22])(=[O:8])[CH3:7]>O>[C:6]([NH:9][C:10]1[C:11]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[C:12]2[CH:21]=[CH:20][CH:19]=[C:18]3[C:13]2=[C:14]([CH:29]=1)[C:15](=[O:28])[N:16]([O:23][C:24]([CH3:26])([CH3:25])[CH3:27])[C:17]3=[O:22])(=[O:8])[CH3:7]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 22623962HCID 22623962, compound

Product 1

HCID 22623933HCID 22623933, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Pyrrolidine (0.85 g, 12.0 mmol) was added to 5-acetamido-2-tert-butyloxy-6-chloro benzo[de]isoquinoline-1,3-dione (0.30 g, 0.8 mmol, from Example P2). The solution was heated at 100° C. overnight followed by addition of water (10 mL). The precipitate was filtered to give 0.30 g of the title compound.

Workup

  1. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-a98f9d71204c405f937c28c7e86a546d
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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