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Triethylamine → 8-(trans-2,3-Dihydro-2-hydroxy-1-indenyloxy)-6-methoxymethyl-2,3-dimethyl-imidazo[1,2-a]pyridine

HRID 2053041
ノート
印刷プレビュー

反応式

HRID 2053041 の反応式
[OH:1][C:2]1[C:3]2[N:4]([C:11]([CH3:15])=[C:12]([CH3:14])[N:13]=2)[CH:5]=[C:6]([CH2:8][O:9][CH3:10])[CH:7]=1.[O:16]1[CH:18]2[CH2:19][C:20]3[C:25]([CH:17]12)=[CH:24][CH:23]=[CH:22][CH:21]=3.C(N(CC)CC)C.[Cl-].[NH4+]>CO.O>[OH:16][C@@H:18]1[CH2:19][C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@H:17]1[O:1][C:2]1[C:3]2[N:4]([C:11]([CH3:15])=[C:12]([CH3:14])[N:13]=2)[CH:5]=[C:6]([CH2:8][O:9][CH3:10])[CH:7]=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

7

反応物 4

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 92838Indene oxideHCID 692875158-Hydroxy-6-methoxymethyl-2,3-dimethyl-imidazo[1,2-a]pyridine

生成物 1

HCID 691142778-(trans-2,3-Dihydro-2-hydroxy-1-indenyloxy)-6-methoxymethyl-2,3-dimethyl-imidazo[1,2-a]pyridine収率 45%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

To a suspension of 1.0 g (4.9 mmol) 8-hydroxy-6-methoxymethyl-2,3-dimethyl-imidazo[1,2-a]pyridine and 1.3 g (9.7 mmol) 1,2-epoxyindane in 12 ml methanol and 3 ml water are added 1.4 ml triethylamine and the mixture is heated to 50° C. for 24 h. After cooling down, the reaction mixture is poured into 100 ml saturated aqueous ammonium chloride and extracted with dichloromethane. The organic phase is dried over anhydrous magnesium sulphate and evaporated. Purification of the residue by column chromatography on silica gel using dichloromethane:methanol (20:1) yields 0.7 g (45%) of the title compound as a colourless solid (m.p. 142-143° C.).

後処理

  1. temperatureAfter cooling down
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phase is dried over anhydrous magnesium sulphate
  4. customevaporated
  5. customPurification of the residue by column chromatography on silica gel

出典と根拠

ORDレコード
ord-4d04100cd3e3490c9035f70b725cb50f
出典データセット
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07326718B2

反応ノート

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