Morpholine → (1H-Indol-6-yl)(morpholino)methanone

HRID 1159124ノート

反応式

HRID 1159124 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([OH:12])=O)[CH:8]=2)[CH:3]=[CH:2]1.[C:13](C1NC=CN=1)([C:15]1N[CH:17]=[CH:18][N:19]=1)=[O:14].N1CCOCC1>C(Cl)Cl>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([N:19]3[CH2:15][CH2:13][O:14][CH2:17][CH2:18]3)=[O:12])[CH:8]=2)[CH:3]=[CH:2]1

参加物

5

反応物 3

HCID 8083MorpholineHCID 5952301H-indole-6-carboxylic acidHCID 5250894Bis-(1H-imidazol-2-YL)-methanone

生成物 1

HCID 39710543(1H-Indol-6-yl)(morpholino)methanone収率 86.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Indole-6-carboxylic acid (0.60 g, 3.7 mmol) was dissolved in DCM (15 mL) and carbonyl diimidazole (0.63 g, 3.9 mmol) was added and the reaction mixture was refluxed under N2 for 30 min. The mixture was allowed to cool to room temperature before morpholine (0.39 g, 4.5 mmol) was added and the reaction mixture was refluxed for 16 hours. The mixture was allowed to cool to room temperature before it was washed in seqence with HCl (50 mL, 1 N in water), NaOH (50 mL, 1 N in water) and brine (50 mL). The organic phase was dried with MgSO4, and the solvent was removed in vacuo to give 0.74 g of (1H-indol-6-yl)-morpholin-4-yl-methanone.

後処理

  1. temperaturethe reaction mixture was refluxed under N2 for 30 min
  2. additionwas added
  3. temperaturethe reaction mixture was refluxed for 16 hours
  4. washwas washed in seqence with HCl (50 mL, 1 N in water), NaOH (50 mL, 1 N in water) and brine (50 mL)
  5. dry with materialThe organic phase was dried with MgSO4
  6. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-2c7568bd0e53463c99a5696eb997179f
出典データセット
uspto-grants-2010_10
特許番号
US07812043B2

反応ノート

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