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

HRID 1602419노트

반응식

HRID 1602419 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cf80e80104c3420bb674f3d80f12c322
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05981572

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