Methylamine → HCID 13210727, compound

HRID 464952Notes

Reaction equation

HRID 464952 reaction equation
[CH:1]([C:3]1[S:20][C:6]2[CH2:7][N:8]([CH3:19])[CH2:9][CH:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[C:5]=2[CH:4]=1)=O.[CH3:21][NH2:22]>[Ni].O1CCCC1>[CH3:21][NH:22][CH2:1][C:3]1[S:20][C:6]2[CH2:7][N:8]([CH3:19])[CH2:9][CH:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[C:5]=2[CH:4]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 20261485HCID 20261485, compound

Product 1

HCID 13210727HCID 13210727, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2.87 gm (0.01 mol) of 2-formyl-4-(p-methoxy-phenyl)-6-methyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine (prepared analogous to Example 5; light yellow oil), 70 ml of tetrahydrofuran, an excess of methylamine, and Raney nickel was kept at a temperature of 60° C. for several hours under a hydrogen pressure of 5 bar. After the catalyst had been removed by suction filtration, the title compound was precipitated in the form of the dimaleate by the addition of ethanolic maleic acid.

Workup

  1. customprepared analogous to Example 5
  2. customAfter the catalyst had been removed by suction filtration
  3. customthe title compound was precipitated in the form of the dimaleate by the addition of ethanolic maleic acid

Sources & evidence

ORD record
ord-a56d8af0beef42e19c632aef27d3db3f
Source dataset
uspto-grants-1985_10
Patent number
US04550106

Reaction notes

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