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Triethylamine → 6-methoxy-3-phenyl-1-propionylamino-1H-indene-2-carboxylic acid ethyl ester

HRID 19560
ノート
印刷プレビュー

反応式

HRID 19560 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:7]([NH2:23])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([O:21][CH3:22])[CH:9]=2)=[O:5])[CH3:2].[C:24](Cl)(=[O:27])[CH2:25][CH3:26].C(N(CC)CC)C>ClCCl>[CH2:1]([O:3][C:4]([C:6]1[CH:7]([NH:23][C:24](=[O:27])[CH2:25][CH3:26])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][CH:11]=[C:10]([O:21][CH3:22])[CH:9]=2)=[O:5])[CH3:2]
参加物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 8471TriethylamineHCID 62324Propionyl chloride2 回HCID 116739651-amino-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

生成物 1

HCID 115088626-methoxy-3-phenyl-1-propionylamino-1H-indene-2-carboxylic acid ethyl ester収率 50%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-Amino-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (50 mg, 0.16 mmol) prepared in Example 20 was dissolved in dichloromethane (10 mL), and propionyl chloride (150.38 mg, 0.14 mL, 1.62 mmol) and triethylamine (180.12 mg, 0.25 mL, 1.78 mmol) were added thereto in order at 0° C. The mixture was stirred for 24 hrs at RT, and an excess amount of propionyl chloride (2 mL) was further added thereto to be stirred for 15 hrs. The resulting mixture was washed with saturated saline and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 29 mg of the titled compound (yield: 50%).

後処理

  1. customat 0° C
  2. stirringto be stirred for 15 hrs
  3. washThe resulting mixture was washed with saturated saline
  4. extractionextracted with dichloromethane
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous MgSO4
  7. concentrationconcentrated under a reduced pressure
  8. customThe resulting residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-e3b1b261e3074333bea20c1dd6c7cfe8
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07745439B2

反応ノート

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