Phenethylamine → N-(2-Phenylethyl)-9H-pyrido[3,4-b]indole-3-carboxamide

HRID 1085436Notes

Reaction equation

HRID 1085436 reaction equation
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[C:3]([C:14]([O:16]CC)=O)[N:2]=1.[CH:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][NH2:27])=[CH:21][CH:20]=1>O>[C:22]1([CH2:25][CH2:26][NH:27][C:14]([C:3]2[N:2]=[CH:1][C:13]3[NH:12][C:11]4[C:6]([C:5]=3[CH:4]=2)=[CH:7][CH:8]=[CH:9][CH:10]=4)=[O:16])[CH:23]=[CH:24][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 105078Ethyl Beta-Carboline-3-Carboxylate

Product 1

HCID 1778329N-(2-Phenylethyl)-9H-pyrido[3,4-b]indole-3-carboxamideYield 95.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2 g of ethyl β-carbolin-3-carboxylate and 5 g of β-phenethylamine are heated for 2 hours at 196° C. The cooled, partly crystallized mixture is treated with hot water which is decanted. The residue is recrystallized from xylene to form β-carbolin-3-carboxylic acid (2-phenylethyl)amide (2.5 g) of a melting point of 297°-298° C.

Workup

  1. customis decanted
  2. customThe residue is recrystallized from xylene

Sources & evidence

ORD record
ord-df915842a0f94e0ab34b33c824664bb8
Source dataset
uspto-grants-1991_04
Patent number
US05010077

Reaction notes

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