Triethylamine → HCID 19696317, compound

HRID 863706Notes

Reaction equation

HRID 863706 reaction equation
C(OC([N:8]1[CH2:37][CH2:36][N:11]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[C:18]([C:19]3[C:20](=O)[O:21][C:22](=[O:34])[C:23]=3[C:24]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[N:26]([CH3:33])[CH:25]=3)=[C:10]2[CH2:9]1)=O)(C)(C)C.C([N:40](CC)CC)C.[CH3:45][S:46](Cl)(=[O:48])=[O:47]>ClCCl>[CH3:45][S:46]([N:8]1[CH2:37][CH2:36][N:11]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[C:18]([C:19]3[C:20](=[O:21])[NH:40][C:22](=[O:34])[C:23]=3[C:24]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[N:26]([CH3:33])[CH:25]=3)=[C:10]2[CH2:9]1)(=[O:48])=[O:47]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 10391175HCID 10391175, compound

Product 1

HCID 19696317HCID 19696317, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 150 mg of the product of Example 20 in 40 ml of dichloromethane was treated with 40 mg of triethylamine and 44 mg of methanesulfonyl chloride. After 17 hours, the solution was washed with water. The organic phase was dried and evaporated. Chromatography of the residue on silica gel with ethyl acetate/n-hexane (2:1) and ethyl acetate gave 95 mg of 3-[1,2,3,4-tetrahydro-2-methanesulfonylpyrazino[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione of melting point 298°-301° C. (decomposition).

Workup

  1. washthe solution was washed with water
  2. customThe organic phase was dried
  3. customevaporated

Sources & evidence

ORD record
ord-aa61e1c3c8d14960ab644934d7f90fd0
Source dataset
uspto-grants-1998_02
Patent number
US05721245

Reaction notes

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