Formaldehyde → 2-(4,5-Dihydro-1,3-thiazol-2-yl)-N-methyl-1H-indole-7-amine

HRID 1851397ノート

反応式

HRID 1851397 の反応式
[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:15].C=O.N1C2C=CC=C[C:21]=2N=N1.O>C(O)C.O1CCCC1>[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[NH:15][CH3:21]

参加物

7

反応物 4

HCID 712FormaldehydeHCID 962WaterHCID 579017772-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indole-7-amineHCID 178418385HCID 178418385、化合物

生成物 1

HCID 579015872-(4,5-Dihydro-1,3-thiazol-2-yl)-N-methyl-1H-indole-7-amine収率 31.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indole-7-amine (1.08 g), aqueous formaldehyde solution (37%, 372 μL) and benzotriazole (595 mg) were dissolved in ethanol (15 mL) and tetrahydrofuran (15 mL), and the mixture was stirred at room temperature for 2 days. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:1) to give a yellow oil (360 mg, yield 31%). M+1=232.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-f409d5ed5b564901aa42b152017630bb
出典データセット
uspto-grants-2015_02
特許番号
US08957070B2

反応ノート

読み込み中…