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

HRID 1757981Notes

Reaction equation

HRID 1757981 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-2369231a889d4ea7a28890ce88c5339e
Source dataset
uspto-grants-1983_02
Patent number
US04371536

Reaction notes

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