N-Iodosuccinimide → HCID 68939125, compound

HRID 2199757Notes

Reaction equation

HRID 2199757 reaction equation
[C:1]1([CH3:21])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:15]=1[NH:14][C:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:12]2.[I:22]N1C(=O)CCC1=O>ClCCl>[I:22][C:12]1[C:11]2[C:15](=[C:7]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[CH3:21])[CH:8]=[CH:9][CH:10]=2)[NH:14][C:13]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 68940392HCID 68940392, compound

Product 1

HCID 68939125HCID 68939125, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of EXAMPLE 564A (944 mg, 3.38 mmol) in dichloromethane (10 mL) was added 1-iodopyrrolidine-2,5-dione (798 mg, 3.55 9 mmol). The reaction mixture was stirred at room temperature for 3 hours and directly loaded on a flash column, eluting with hexane first and then with 0-50% hexane in dichloromethane. The title compound was obtained as a white solid.

Workup

  1. washeluting with hexane first

Sources & evidence

ORD record
ord-46f540eb484e47548d3ef0d2f3f9a5d5
Source dataset
uspto-grants-2016_06
Patent number
US09359296B2

Reaction notes

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