2-Methoxyphenethylamine → HCID 12877856, compound

HRID 444225Notes

Reaction equation

HRID 444225 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[CH2:5][CH2:6][NH2:7].[O:12]1[CH2:24][C@H:13]1[CH2:14][O:15][C:16]1[C:21]([C:22]#[N:23])=[CH:20][CH:19]=[CH:18][N:17]=1>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[CH2:5][CH2:6][NH:7][CH2:24][C@H:13]([OH:12])[CH2:14][O:15][C:16]1[C:21]([C:22]#[N:23])=[CH:20][CH:19]=[CH:18][N:17]=1

Participants

3

Reactant 2

HCID 748962-MethoxyphenethylamineHCID 12529024HCID 12529024, compound

Product 1

HCID 12877856HCID 12877856, compound

Conditions

Temperature
60 °C

Procedure

A mixture of 2-methoxyphenethylamine (0.91 g, 6 mmole) and (S) -2-(2,3-epoxy-1-propoxy)-3-cyanopyridine (1.05 g, 6 mmole) was heated at 60° C. for 18 hr. Upon cooling, the material solidified. Recrystallization from toluene afforded (S)-2-[3-(2-methoxyphenethylamino)-2-hydroxy-1-propoxy]-3-cyanopyridine (m.p. 97°-99°).

Workup

  1. temperatureUpon cooling
  2. customRecrystallization from toluene

Sources & evidence

ORD record
ord-7d20f9033a4048f7b536c6941b169486
Source dataset
uspto-grants-1981_04
Patent number
US04263307

Reaction notes

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