2-(2-Chlorophenyl)ethylamine → HCID 10359116, compound

HRID 1720914Notes

Reaction equation

HRID 1720914 reaction equation
[C:1]([N:3]=[C:4]([C:9]1[CH:10]=[N:11][CH:12]=[C:13]([NH:15][CH2:16][CH3:17])[CH:14]=1)OCCC)#[N:2].[Cl:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][CH2:26][NH2:27]>CO>[C:1]([NH:3][C:4]([C:9]1[CH:10]=[N:11][CH:12]=[C:13]([NH:15][CH2:16][CH3:17])[CH:14]=1)=[N:27][CH2:26][CH2:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[Cl:18])#[N:2]

Participants

4

Reactant 2

HCID 831172-(2-Chlorophenyl)ethylamineHCID 10105346HCID 10105346, compound

Product 1

HCID 10359116HCID 10359116, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of propyl N-cyano-5-ethylamino-3-pyridinecarboximidate (98 mg, 0.42 mmol) in methanol (3 ml) was added 2-(2-chlorophenyl)ethylamine(79 mg, 0.51 mmol), and the mixture was stirred for 105 minutes. The residue obtained by concentration under reduced pressure was purified by silica gel column chromatography (Wako Gel C-200, 30 g; eluted with chloroform:methanol=100:1) and further crystallized from diethyl ether to give the title compound (110 mg, 0.34 mmol) as colorless crystals in the yield of 80%.

Workup

  1. customThe residue obtained by concentration under reduced pressure
  2. customwas purified by silica gel column chromatography (Wako Gel C-200, 30 g; eluted with chloroform:methanol=100:1)
  3. customfurther crystallized from diethyl ether

Sources & evidence

ORD record
ord-f22a38c358e44157a31a2e03317c2f61
Source dataset
uspto-grants-1996_04
Patent number
US05508293

Reaction notes

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