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

HRID 1818081

反応式

HRID 1818081 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f650159990624356842d84c38db064e1
出典データセット
uspto-grants-2009_10
特許番号
US07598412B2

関連ノート

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