Pyridine-2-sulfonyl chloride hydrochloride → 3-[3,3-Dimethyl-1-(pyridine-2-sulphonyl)-2,3-dihydro-1H-indol-6-yl]-5,5-dimethyl-1-pyridin-4-ylmethylimidazolidine-2,4-dione

HRID 2356958Notes

Reaction equation

HRID 2356958 reaction equation
[CH3:1][C:2]1([CH3:27])[C:10]2[C:5](=[CH:6][C:7]([N:11]3[C:15](=[O:16])[C:14]([CH3:18])([CH3:17])[N:13]([CH2:19][C:20]4[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=4)[C:12]3=[O:26])=[CH:8][CH:9]=2)[NH:4][CH2:3]1.Cl.[N:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[S:35](Cl)(=[O:37])=[O:36]>N1C=CC=CC=1>[CH3:1][C:2]1([CH3:27])[C:10]2[C:5](=[CH:6][C:7]([N:11]3[C:15](=[O:16])[C:14]([CH3:17])([CH3:18])[N:13]([CH2:19][C:20]4[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=4)[C:12]3=[O:26])=[CH:8][CH:9]=2)[N:4]([S:35]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][N:29]=2)(=[O:37])=[O:36])[CH2:3]1

Participants

4

Reactant 2

HCID 13791306Pyridine-2-sulfonyl chloride hydrochlorideHCID 669156853-(3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-5,5-dimethyl-1-pyridin-4-ylmethylimidazolidine-2,4-dione

Product 1

HCID 669157633-[3,3-Dimethyl-1-(pyridine-2-sulphonyl)-2,3-dihydro-1H-indol-6-yl]-5,5-dimethyl-1-pyridin-4-ylmethylimidazolidine-2,4-dione

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 mg (0.27 mmol) of 3-(3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-5,5-dimethyl-1-pyridin-4-ylmethylimidazolidine-2,4-dione were initially charged in 1 ml of pyridine, and 88 mg (0.41 mmol) of 2-pyridylsulphonyl chloride hydrochloride were added. For workup, the mixture was concentrated fully and the residue purified by flash chromatography (100 g of silica gel/95:5 CH2Cl1:CH30H).

Workup

  1. concentrationFor workup, the mixture was concentrated fully
  2. customthe residue purified by flash chromatography (100 g of silica gel/95:5 CH2Cl1:CH30H)

Sources & evidence

ORD record
ord-30fcccf2e29041f680982761eb79e979
Source dataset
uspto-grants-2010_07
Patent number
US07759379B2

Reaction notes

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