Pyrrolidine → HCID 22623983, compound

HRID 278980Notes

Reaction equation

HRID 278980 reaction equation
[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([F:25])[C:22](OC)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>[Cl-].[Na+].O>[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([F:25])[C:22]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 22623901HCID 22623901, compound

Product 1

HCID 22623983HCID 22623983, compound

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Procedure

A solution of 48 mg (0.14 mmol) of 2-benzyloxy-5-fluoro-6-methoxy-benzo[de]isoquinoline-1,3-dione (from Example Y3) in 1 mL of pyrrolidine was refluxed for 1 hour and poured into 15 mL of brine. The precipitate was isolated and washed with water until washings were colorless. The solid was dried to yield 32 mg of the title compound.

Workup

  1. customwas refluxed for 1 hour
  2. customThe precipitate was isolated
  3. washwashed with water until washings
  4. customThe solid was dried

Sources & evidence

ORD record
ord-60e4902e07ea4c0fa9922ed00f9e2d5f
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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