Water → (R)-Octahydro-pyrido[1,2-a]pyrazine

HRID 968646

반응식

HRID 968646 반응식
O=[C:2]1[NH:7][CH2:6][C:5](=O)[N:4]2[CH2:9][CH2:10][CH2:11][CH2:12][C@H:3]12.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH2:2]1[NH:7][CH2:6][CH2:5][N:4]2[CH2:9][CH2:10][CH2:11][CH2:12][C@H:3]12

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66936119(9aR)-octahydro-1H-pyrido(1,2-a)pyrazine-1,4-dione

생성물 1

HCID 773775(R)-Octahydro-pyrido[1,2-a]pyrazine수율 69.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

(R)-Octahydro-1,4-dioxo-2H-pyrido[1,2-a]pyrazine (0.5 g, 2.98 mmol) was added portionwise to a stirred solution of lithium aluminium hydride (1M in tetrahydrofuran; 11.9 ml, 11.9 mmol). The resulting mixture was heated under reflux for 0.5 h. The solution was then cooled to 0° C. and treated dropwise with water (1.35 ml), 1 M sodium hydroxide solution (0.45 ml), then water (1.35 ml). Tetrahydrofuran (10 ml) was added and the solution stirred for 0.5 h, before filtration. The filter cake was washed with tetrahydrofuran (2×5 ml) and the combined filtrate and washings concentrated to yield (R)-octahydro-2H-pyrido[1,2-a]pyrazine as a yellow oil (0.29 g, 2.07 mmol).

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 0.5 h
  3. washThe filter cake was washed with tetrahydrofuran (2×5 ml)
  4. concentrationthe combined filtrate and washings concentrated

출처 및 근거

ORD 기록
ord-d8177b0d07644d80a3a48c4387a17559
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304064B2

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