Methylamine → HCID 178485048, compound

HRID 345688Notes

Reaction equation

HRID 345688 reaction equation
[C:1]([N:3]=[C:4](SC)[NH:5][CH2:6][CH2:7][CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[C:19](=[O:34])[NH:20][C:21](=[O:33])[C:22]=2[C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]([CH3:32])[CH:24]=2)=[CH:10]1)#[N:2].[CH3:37][NH2:38]>CN(C=O)C.C(O)C>[C:1]([N:3]=[C:4]([NH:38][CH3:37])[NH:5][CH2:6][CH2:7][CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[C:19](=[O:34])[NH:20][C:21](=[O:33])[C:22]=2[C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]([CH3:32])[CH:24]=2)=[CH:10]1)#[N:2]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 178503916HCID 178503916, compound

Product 1

HCID 178485048HCID 178485048, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 50 mg of the product of Example 50 in 10 ml of DMF was treated with 4 ml of a 33% solution of methylamine in ethanol. The mixture was stirred for 16 hours and the solvents were then removed under reduced pressure. The residue was chromatographed on silica gel with ethyl acetate to give 46 mg of 3-[1-[3-(2-cyano-3-methylguanidino)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione, m.p. 190°-193° C.

Workup

  1. customthe solvents were then removed under reduced pressure
  2. customThe residue was chromatographed on silica gel with ethyl acetate

Sources & evidence

ORD record
ord-485920f8641a4b33806649028202891d
Source dataset
uspto-grants-1991_10
Patent number
US05057614

Reaction notes

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