Methylamine → [(1R)-1-(4-bromophenyl)-2-(4-morpholinyl)ethyl]methylamine

HRID 2354415ノート

反応式

HRID 2354415 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8](Cl)[CH2:9][N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1.[CH3:17][NH2:18]>CCO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:18][CH3:17])[CH2:9][N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 6329MethylamineHCID 598096184-[(2R)-2-(4-bromophenyl)-2-chloroethyl]morpholine

生成物 1

HCID 57425542[(1R)-1-(4-bromophenyl)-2-(4-morpholinyl)ethyl]methylamine収率 93%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

Crude 4-[(2R)-2-(4-Bromophenyl)-2-chloroethyl]morpholine (34.5 g) was dissolved in 200 mL of EtOH at room temperature with magnetic stirring. The resulting solution was cooled to 0° C. and treated with MeNH2 (71 mL, 33 wt % in EtOH) under N2. The reaction flask was capped with a rubber septum and the reaction mixture maintained at room temperature for 48 h. The mixture was then concentrated and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The organic layer was washed with brine, dried over MgSO4, and filtered. The filtrate was concentrated to yield the title compound as a yellow solid (32 g, 93%). MS (ES) m/e 300 [M+H]+.

後処理

  1. customThe reaction flask was capped with a rubber septum
  2. temperaturethe reaction mixture maintained at room temperature for 48 h
  3. concentrationThe mixture was then concentrated
  4. customthe residue was partitioned between EtOAc and saturated aqueous NaHCO3
  5. washThe organic layer was washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-b226a1d9a7aa484eab93346bd0902f6f
出典データセット
uspto-grants-2010_07
特許番号
US07749998B2

反応ノート

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