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Hydrochloric Acid → Hexanamide, 3-amino-N-cyclopropyl-2-hydroxy-, hydrochloride (1:1), (2S,3S)-

HRID 1173780
ノート
印刷プレビュー

反応式

HRID 1173780 の反応式
[CH:1]1([NH:4][C:5]([C@H:7]2[O:11]C(C(C)C)=[N:9][C@H:8]2[CH2:15][CH2:16][CH3:17])=[O:6])[CH2:3][CH2:2]1.[ClH:18]>CC(C)=O>[ClH:18].[CH:1]1([NH:4][C:5](=[O:6])[C@@H:7]([OH:11])[C@@H:8]([NH2:9])[CH2:15][CH2:16][CH3:17])[CH2:3][CH2:2]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59203385(4S,5S)-N-Cyclopropyl-2-isopropyl-4-propyl-4,5-dihydro-1,3-oxazole-5-carboxamide

生成物 1

HCID 25067786Hexanamide, 3-amino-N-cyclopropyl-2-hydroxy-, hydrochloride (1:1), (2S,3S)-収率 72%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
50 °C

実験手順

(4S,5S)—N-Cyclopropyl-2-isopropyl-4-propyl-4,5-dihydro-1,3-oxazole-5-carboxamide (3.11 g, 8.7 mmol), acetone (15 ml) and concentrated hydrochloric acid (1.39 g, 1.5 equivalents) were mixed, and the mixture was stirred at 50° C. for 39 hours. The solvent was evaporated away under reduced pressure. Isopropanol (10 ml) was added, and the mixture was concentrated. The same operation was repeated again. Methanol (2.7 ml) was added to the obtained solid, and the mixture was stirred at 60° C. for 1 hour. Ethyl acetate (20 ml) was gradually added thereto dropwise. After the addition, the mixture was gradually cooled to 5° C. The precipitated crystal was collected by filtration, and dried under reduced pressure to obtain the title compound as a white crystal (1.36 g, yield: 72%).

後処理

  1. customThe solvent was evaporated away under reduced pressure
  2. additionIsopropanol (10 ml) was added
  3. concentrationthe mixture was concentrated
  4. additionMethanol (2.7 ml) was added to the obtained solid
  5. stirringthe mixture was stirred at 60° C. for 1 hour
  6. additionEthyl acetate (20 ml) was gradually added
  7. additionAfter the addition
  8. temperaturethe mixture was gradually cooled to 5° C
  9. filtrationThe precipitated crystal was collected by filtration
  10. customdried under reduced pressure

出典と根拠

ORDレコード
ord-255e10ca155b4a47adaac23f262bce7b
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07834190B2

反応ノート

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