Chlorosuccinimide → HCID 57833122, compound

HRID 729687Notes

Reaction equation

HRID 729687 reaction equation
[CH2:1]([S:8][C:9]1[N:14]=[C:13]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[CH:12]=[C:11]([NH:20][C@H:21]([CH3:24])[CH2:22][OH:23])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:25]N1C(=O)CCC1=O>C(Cl)Cl>[CH2:1]([S:8][C:9]1[N:14]=[C:13]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])[C:12]([Cl:25])=[C:11]([NH:20][C@H:21]([CH3:24])[CH2:22][OH:23])[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 57833159HCID 57833159, compound

Product 1

HCID 57833122HCID 57833122, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound of Example 3 (0.4 g) was dissolved in DCM (20 ml) and treated with N-chlorosuccinimide (0.14 g) for 2 h. The volatiles were removed in vacuo and the residue purified by reverse phase HPLC ((gradient 95% to 20% 0.02M ammonium hydroxide/acetonitrile) to yield the title compound as a white solid. Yield: 0.25 g.

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe residue purified by reverse phase HPLC ((gradient 95% to 20% 0.02M ammonium hydroxide/acetonitrile)

Sources & evidence

ORD record
ord-0e99d57a3c05413f9dc2464e30f0e4f7
Source dataset
uspto-grants-2009_09
Patent number
US07582644B2

Reaction notes

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