Ethyl 3-amino-1H-indole-2-carboxylate → methyl 3-amino-1H-indole-2-carboxylate

HRID 2307917

反応式

HRID 2307917 の反応式
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:11]([O:13][CH2:14]C)=[O:12].C[O-].[Na+]>CO>[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:11]([O:13][CH3:14])=[O:12]

参加物

4

反応物 2

HCID 732887Ethyl 3-amino-1H-indole-2-carboxylateHCID 10942334Sodium Methoxide

生成物 1

HCID 4777884methyl 3-amino-1H-indole-2-carboxylate収率 42%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of ethyl 3-aminoindole-2-carboxylate [Prepared according to P. Unangst. J. Het. Chem., 1983, 20, 495] (5.0 g) in methanol (50 ml) was added sodium methoxide (6.5 g). The resulting mixture was stirred for 4 hours and then quenched with saturated ammonium chloride solution. The resulting mixture was extracted with dichloromethane, dried (MgSO4) and evaporated to give a gum which was purified by column chromatography using iso-hexane:ethyl acetate (1:4) as eluent to give the desired product (1.95 g, 42%); NMR d (CD3SOCD3), 3.8 (s, 3H), 5.7 (s, 2H), 6.8-6.9 (m, 1H), 7.2 (m, 2H), 7.7 (d, 1H); M/z (+) 191.1 (MH+).

後処理

  1. customquenched with saturated ammonium chloride solution
  2. extractionThe resulting mixture was extracted with dichloromethane
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customto give a gum which
  6. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-e140c2820fbc46c1ae8e93e86aa383a2
出典データセット
uspto-grants-2004_12
特許番号
US06833387B1

関連ノート

読み込み中…