Triethylamine → Benzofuran-2-carboxylic Acid (1-benzo[1,3]dioxol-5-yl-cyclopentylmethyl)-amide

HRID 1818081

반응식

HRID 1818081 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([CH2:15][NH2:16])[CH2:14][CH2:13][CH2:12][CH2:11]3)=[CH:9][C:4]=2[O:3][CH2:2]1.[O:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH:19]=[C:18]1[C:26](Cl)=[O:27].C(N(CC)CC)C>O1CCOCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([CH2:15][NH:16][C:26]([C:18]4[O:17][C:21]5[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=5[CH:19]=4)=[O:27])[CH2:14][CH2:13][CH2:12][CH2:11]3)=[CH:9][C:4]=2[O:3][CH2:2]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 389492-Benzofurancarbonyl chlorideHCID 199605881-(1,3-Benzodioxol-5-yl)cyclopentanemethanamine

생성물 1

HCID 57884168Benzofuran-2-carboxylic Acid (1-benzo[1,3]dioxol-5-yl-cyclopentylmethyl)-amide수율 17.9%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

C-(1-Benzo[1,3]dioxol-5-yl-cyclopentyl)-methylamine (43.8 mg, 0.200 mmol) and benzofuran-2-carbonyl chloride (36.1 mg, 0.200 mmol) were dissolved in 2 mL of 1,4-dioxane containing triethylamine (83.6 μL, 0.600 mmol). The reaction mixture was stirred for 15 hours, evaporated to dryness, and purified by reverse phase preparative liquid chromatography to yield the pure product (13.0 mg, 0.0358 mmol, 17.8%). ESI-MS m/z calc. 363.2, found 364.2 (M+1)+. Retention time of 4.22 minutes.

후처리

  1. customevaporated to dryness
  2. custompurified by reverse phase preparative liquid chromatography

출처 및 근거

ORD 기록
ord-f650159990624356842d84c38db064e1
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598412B2

연결된 노트

불러오는 중…