Acetic Acid → HCID 68489947, compound

HRID 21324Notes

Reaction equation

HRID 21324 reaction equation
Cl.[Cl:2][C:3]1[C:11]([O:12][CH2:13][CH2:14][CH2:15][NH2:16])=[CH:10][C:9]([I:17])=[C:8]2[C:4]=1[CH2:5][NH:6][C:7]2=[O:18].C(N(CC)CC)C.[C:26](O)(=[O:28])[CH3:27]>ClCCl>[Cl:2][C:3]1[C:11]([O:12][CH2:13][CH2:14][CH2:15][NH:16][C:26](=[O:28])[CH3:27])=[CH:10][C:9]([I:17])=[C:8]2[C:4]=1[CH2:5][NH:6][C:7]2=[O:18]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 8471TriethylamineHCID 684884094-Chloro-5-(3-aminopropoxy)-7-iodoisoindolinone hydrochloride

Product 1

HCID 68489947HCID 68489947, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Chloro-5-(3-aminopropoxy)-7-iodoisoindolinone hydrochloride (84.0 mg, 0.208 mmol) was suspended in dichloromethane, and the suspension was added with triethylamine (0.090 mL, 0.648 mmol) and anhydrous acetic acid (0.031 mL, 0.324 mmol), followed by stirring at room temperature for 12 hours. The solvent was evaported under reduced pressure and the residue was purified by slurry using water and acetonitrile to obtain 4-chloro-5-[3-(acetylamino)propoxy]-7-iodoisoindolinone (78.6 mg, yield 92%).

Workup

  1. customthe residue was purified by slurry

Sources & evidence

ORD record
ord-5629749641fd4062a2cbca09137cd4bd
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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