Triethylamine → Cyclopropanecarboxylic acid [3-(7-fluoro-2,3-dihydro-benzofuran-4-yl)propyl]amide

HRID 1602419ノート

反応式

HRID 1602419 の反応式
[F:1][C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[C:5]([CH2:11][CH2:12][CH2:13][NH2:14])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH:22]1([C:25](Cl)=[O:26])[CH2:24][CH2:23]1>ClCCl>[F:1][C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[C:5]([CH2:11][CH2:12][CH2:13][NH:14][C:25]([CH:22]2[CH2:24][CH2:23]2)=[O:26])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 196116493-(7-Fluoro-2,3-dihydro-benzofuran-4-yl)-propylamine

生成物 1

HCID 54235850Cyclopropanecarboxylic acid [3-(7-fluoro-2,3-dihydro-benzofuran-4-yl)propyl]amide収率 10.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 3-(7-fluoro-2,3-dihydro-benzofuran-4-yl)-propylamine (114 mg), triethylamine (0.089 ml), dichloromethane (5 ml) and cyclopropanecarbonyl chloride (67 mg) was stirred in ice for 20 minutes and stirring continued at room temperature overnight. The mixture was partitioned between 2N hydrochloric acid and dichloromethane and the organic phase washed with 8% sodium bicarbonate and evaporated. Purification of the residue by preparative hplc gave the title compound as a white solid (16 mg).

後処理

  1. stirringstirring
  2. waitcontinued at room temperature overnight
  3. customThe mixture was partitioned between 2N hydrochloric acid and dichloromethane
  4. washthe organic phase washed with 8% sodium bicarbonate
  5. customevaporated
  6. customPurification of the residue by preparative hplc

出典と根拠

ORDレコード
ord-cf80e80104c3420bb674f3d80f12c322
出典データセット
uspto-grants-1999_11
特許番号
US05981572

反応ノート

読み込み中…