Methylamine → HCID 18385285、化合物

HRID 2298242ノート

反応式

HRID 2298242 の反応式
[H-].[Na+].[F:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[CH:7]2.Br[CH2:14][C:15]1[CH:16]=[C:17]([CH:30]=[CH:31][CH:32]=1)[CH2:18][N:19]1C(=O)C2C(=CC=CC=2)C1=O.CN>CN(C=O)C.C(OCC)(=O)C>[F:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:14][C:15]1[CH:16]=[C:17]([CH:30]=[CH:31][CH:32]=1)[CH2:18][NH2:19])[CH:8]=[CH:7]2

参加物

7

反応物 4

HCID 6329MethylamineHCID 24758Sodium hydrideHCID 678615-FluoroindoleHCID 309016HCID 309016、化合物

生成物 1

HCID 18385285HCID 18385285、化合物収率 110.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

Sodium hydride (55% dispersion in oil, 63 mg, 1.44 mmol) was added to a solution of 5-fluoro-indol (150 mg, 1.11 mmol) in dry DMF (3 mL). The mixture was stirred under nitrogen for 15 min. 2-(3-Bromomethyl-benzyl)-isoindole-1,3-dione (403 mg, 1.22 mmol) was added and the mixture was stirred at room temperature over night. After cooling, aqueous methylamine (40%, 5 mL) was added and this mixture was heated at 80° C. over night. Ethyl acetate was added and the organic phase was washed three times with water, brine, dried and concentrated to give 312 mg of the sub-title compound sufficiently pure for the next step.

後処理

  1. stirringthe mixture was stirred at room temperature over night
  2. temperatureAfter cooling
  3. washthe organic phase was washed three times with water, brine
  4. customdried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-6e38a33fefc04f6d9494f806127a45e4
出典データセット
uspto-grants-2002_12
特許番号
US06492406B1

反応ノート

読み込み中…