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Hydrochloric Acid → 4-(4-((5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl)phenyl)morpholin-3-one hydrochloride

HRID 1054146
ノート
印刷プレビュー

反応式

HRID 1054146 の反応式
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][C:14]3=[O:19])=[CH:9][CH:8]=2)[CH2:5][C@H:4]([CH2:20][N:21]2C(=O)C3C(=CC=CC=3)C2=O)[O:3]1.CN.[ClH:34]>CO>[ClH:34].[NH2:21][CH2:20][C@@H:4]1[O:3][C:2](=[O:1])[N:6]([C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][C:14]3=[O:19])=[CH:9][CH:8]=2)[CH2:5]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

5

反応物 3

HCID 313Hydrochloric AcidHCID 6329Methylamine3 回HCID 116903172-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione

生成物 1

HCID 160370774-(4-((5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl)phenyl)morpholin-3-one hydrochloride収率 80%

試薬・触媒・溶媒 1

HCID 887Methanol
溶媒

反応条件

温度
27.5 °C

実験手順

In a four neck round bottom flask, charged methanol (100 ml), 2-([(5S)-2-Oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione (10 g), and 40% aqueous methylamine (5 g) at 25 to 30° C. Reaction mass is stirred for 1 h at 25 to 30° C. Added second lot of 40% aqueous methylamine (5 g) to reaction mass at 25 to 30° C. After complete addition of methylamine solution, reaction mass is heated to 60 to 65° C., and maintained at same temperature for 4 h. Reaction mixture then cooled to 25 to 30° C. and added conc. hydrochloric acid (2 ml, pH should be 1 to 2). Finally reaction mass is cooled to 10° C. and stirred for 30 minutes. Obtained solid is filtered off and washed by chilled methanol (10 ml). Yield 80%

後処理

  1. customReaction mass
  2. customto reaction mass at 25 to 30° C
  3. temperatureis heated to 60 to 65° C.
  4. temperaturemaintained at same temperature for 4 h
  5. customReaction mixture
  6. temperaturethen cooled to 25 to 30° C.
  7. customFinally reaction mass
  8. temperatureis cooled to 10° C.
  9. stirringstirred for 30 minutes
  10. customObtained solid
  11. filtrationis filtered off
  12. washwashed
  13. temperatureby chilled methanol (10 ml)

出典と根拠

ORDレコード
ord-19ced85e9b3c46a19cd2a27ef51a221c
出典データセット
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09394292B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート