Methylamine → HCID 24771089, compound

HRID 1670709Notes

Reaction equation

HRID 1670709 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:19]3[N:20]4[CH:26]=[C:25]([O:27][CH2:28][C:29](OCC)=[O:30])[CH:24]=[CH:23][C:21]4=[N:22][C:18]=3[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:34])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:35][NH2:36]>C(O)C>[CH3:35][NH:36][C:29](=[O:30])[CH2:28][O:27][C:25]1[CH:24]=[CH:23][C:21]2[N:20]([CH:26]=1)[C:19]1[N:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[C:11](=[O:34])[C:12]3[C:17]([C:18]=1[N:22]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3

Participants

4

Reactant 2

HCID 6329MethylamineHCID 24771033HCID 24771033, compound

Product 1

HCID 24771089HCID 24771089, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of compound 13 (1.0 equiv., 0.22 mmol, 0.100 g) and methylamine (40% in water, 6 ml) in ethanol (8 ml) was heated at 70° C. for 4 h. After cooling, the reaction product was filtered off and washed with isopropanol and isopropylether successively to give N-methyl-2-[[5,6-dihydro-6-(4-nitrophenyl)-5-oxo-pyrido[2′,1′:2,3]imidazo-[4,5-c]isoquinolin-9-yl]oxy]-acetamide (15) (0.057 g, yield=58%, purity (LC)=98%) as a light yellow powder.

Workup

  1. temperatureAfter cooling
  2. filtrationthe reaction product was filtered off
  3. washwashed with isopropanol and isopropylether successively

Sources & evidence

ORD record
ord-97ae735eb1b0404fb1a25593138d9fc1
Source dataset
uspto-grants-2011_08
Patent number
US07994187B2

Reaction notes

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