Methylamine → 6-amino-4-methyl-beta-carbolin-3-carboxylic acid N-methylamide

HRID 1085451Notes

Reaction equation

HRID 1085451 reaction equation
C(O[C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[CH:15][C:14]([NH2:20])=[CH:13][CH:12]=3)=[O:5])C.[CH3:21][NH2:22]>C(O)CO>[CH3:21][NH:22][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[CH:15][C:14]([NH2:20])=[CH:13][CH:12]=3)=[O:5]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 130373386-Amino-4-methyl-beta-carboline-3-carboxylic-acid-ethylester

Product 1

HCID 130373546-amino-4-methyl-beta-carbolin-3-carboxylic acid N-methylamide

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

1.81 g of 6-amino-4-methyl-β-carbolin-3-carboxylic acid ethyl ester is suspended in 15 ml of ethylene glycol and, while cooling with ice, methylamine is introduced until saturation point is reached. The mixture is then stirred at room temperature for 16 hours, stirred into 100 ml of ice water and the product is filtered off, dried and recrystallized from ethanol-chloroform. 1.42 g of 6-amino-4-methyl-β-carbolin-3-carboxylic acid N-methylamide of melting point 281°-285° C. is obtained.

Workup

  1. additionis introduced until saturation point
  2. filtrationthe product is filtered off
  3. customdried
  4. customrecrystallized from ethanol-chloroform

Sources & evidence

ORD record
ord-846b39671c6e4e3abe9b8e0cbc61e74c
Source dataset
uspto-grants-1991_04
Patent number
US05010077

Reaction notes

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