Pyridine → HCID 18780248, compound

HRID 1421172Notes

Reaction equation

HRID 1421172 reaction equation
[CH3:1][S:2]([O:5]S(C)(=O)=O)(=[O:4])=[O:3].O[CH2:11][CH2:12][CH2:13][N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[C:24](=[O:38])[NH:25][C:26](=[O:37])[C:27]=2[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[N+:34]([O-:36])=[O:35])=[CH:15]1.N1C=CC=CC=1>ClCCl>[CH3:1][S:2]([O:5][CH2:11][CH2:12][CH2:13][N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[C:24](=[O:38])[NH:25][C:26](=[O:37])[C:27]=2[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[N+:34]([O-:36])=[O:35])=[CH:15]1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 1049PyridineHCID 81560Methanesulfonic anhydrideHCID 18780290HCID 18780290, compound

Product 1

HCID 18780248HCID 18780248, compoundYield 74.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

93 mg of methanesulphonic anhydride were added to a solution of 0.46 mmol of the product of Example 55 in 25 ml of dichloromethane. 0.5 ml of pyridine was added and the mixture was stirred for 0.5 hour, then washed with water, dried and concentrated. Chromatography of the residue on silica gel with 10% methanol in dichloromethane gave 160 mg of 3-[1-[3-(methylsulphonyloxy)propyl]-3-indolyl]-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione, m.p. 177°-178° C.

Workup

  1. washwashed with water
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7425f697074640338045b5f9b3106548
Source dataset
uspto-grants-2000_06
Patent number
USRE036736

Reaction notes

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