Chlorosuccinimide → HCID 86751613, compound

HRID 356737Notes

Reaction equation

HRID 356737 reaction equation
[CH3:1][O:2][P:3]([CH2:7][O:8][C@H:9]1[O:13][C@@H:12]([N:14]2[CH:21]=[CH:20][C:18](=[O:19])[NH:17][C:15]2=[O:16])[CH:11]=[CH:10]1)([O:5][CH3:6])=[O:4].[Cl:22]N1C(=O)CCC1=O>N1C=CC=CC=1>[CH3:6][O:5][P:3]([CH2:7][O:8][C@H:9]1[O:13][C@@H:12]([N:14]2[CH:21]=[C:20]([Cl:22])[C:18](=[O:19])[NH:17][C:15]2=[O:16])[CH:11]=[CH:10]1)([O:2][CH3:1])=[O:4]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 86751614HCID 86751614, compound

Product 1

HCID 86751613HCID 86751613, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of the product of Example 57 (400 mg, 1.3 mmol) in pyridine (15 mL) was added N-chlorosuccinimide (200 mg, 1.5 mmol) and the solution was heated at 90°-95° C. for 30 min under nitrogen. All volatiles were removed in vacuo and the oily residue was chromatographed on silica gel using CH2Cl2 /3% MeOH as eluent to give the product (390 mg, 87%) as a colorless oil:

Workup

  1. temperaturethe solution was heated at 90°-95° C. for 30 min under nitrogen
  2. customAll volatiles were removed in vacuo
  3. customthe oily residue was chromatographed on silica gel

Sources & evidence

ORD record
ord-f57d1cf3be9a477b8b36c50543f58ba7
Source dataset
uspto-grants-1998_11
Patent number
US05837871

Reaction notes

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