Iodoethane → HCID 178462517, compound

HRID 2236854Notes

Reaction equation

HRID 2236854 reaction equation
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])[C:5]2=[CH:14][NH:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]2[CH2:26][CH2:25][CH2:24][NH:23]2)=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+].[CH2:33](I)[CH3:34]>CN(C)C=O>[CH2:33]([N:23]1[CH2:24][CH2:25][CH2:26][CH:22]1[C:19]1[CH:20]=[CH:21][C:16]([NH:15][CH:14]=[C:5]2[C:4]3[C:9](=[CH:10][CH:11]=[C:2]([I:1])[CH:3]=3)[C:8](=[O:12])[NH:7][C:6]2=[O:13])=[CH:17][CH:18]=1)[CH3:34]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178518339HCID 178518339, compound

Product 1

HCID 178462517HCID 178462517, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6-Iodo-4-[(4-pyrrolidin-2-yl-phenylamino)-methylene]-4H-isoquinoline-1,3-dione (250 mg, 0.54 mmol) and K2CO3 (170 mg, 1.23 mmol) and EtI (155 mg, 0.99 mmol) in N,N-dimethylformamide (5 mL) were stirred at room temperature for 2 hours. After TLC suggested no starting material left, the N,N-dimethylformamide is removed through an aqueous work up, and the desired product is isolated through chromatography (125 mg, 48%). MS (ESI): 488.0 (M+1)+1.

Workup

  1. waitleft
  2. customthe N,N-dimethylformamide is removed through an aqueous work up

Sources & evidence

ORD record
ord-50fd5dc7c043436f97b919062e4a9a78
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…