Methylamine → HCID 70109926, compound

HRID 1637892Notes

Reaction equation

HRID 1637892 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]3[C:22]4[NH:21][C:20]5[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=5)[C:14]=4[CH2:13][CH2:12][N:11]3[C:23](=[O:34])/[CH:24]=[CH:25]/[C:26]3[CH:31]=[CH:30][C:29]([CH:32]=O)=[CH:28][CH:27]=3)=[CH:4][C:3]=2[O:2]1.[CH3:35][NH2:36]>CO>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]3[C:22]4[NH:21][C:20]5[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=5)[C:14]=4[CH2:13][CH2:12][N:11]3[C:23](=[O:34])/[CH:24]=[CH:25]/[C:26]3[CH:31]=[CH:30][C:29]([CH:32]=[N:36][CH3:35])=[CH:28][CH:27]=3)=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 87228647HCID 87228647, compound

Product 1

HCID 70109926HCID 70109926, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A stirred solution of Example 23 (0.5 g, 1.0 mmol) in MeOH was refluxed with methylamine (1.6 mL, 1.5 equiv., 33% in EtOH) for one hour. Evaporation in vacuo gave (E)-1-[1-(3,4-methylenedioxyphenyl)-1,3,4,9-tetrahydro-β-carbolin-2-yl]-3-(4-methyliminomethylphenyl)propene-1-one (0.46 g, 90%).

Workup

  1. customEvaporation in vacuo

Sources & evidence

ORD record
ord-133d5896e7c745b2bcf8dc43b3861734
Source dataset
uspto-grants-2000_03
Patent number
US06043252

Reaction notes

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