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Triethylamine → N-[1-[(3-Methoxycarbonyl-1-tricyclo[3.3.1.13,7]decyl)methyl]piperidin-4-yl]-N-(5-methylpyridin-2-yl)-2-furancarboxamide hydrochloride

HRID 1820306
ノート
印刷プレビュー

反応式

HRID 1820306 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][C:16]34[CH2:25][CH:20]5[CH2:21][CH:22]([CH2:24][C:18]([C:26]([O:28][CH3:29])=[O:27])([CH2:19]5)[CH2:17]3)[CH2:23]4)[CH2:11][CH2:10]2)=[N:6][CH:7]=1.C(N(CC)CC)C.[O:37]1[CH:41]=[CH:40][CH:39]=[C:38]1[C:42]([Cl:44])=[O:43].O.N>C(Cl)Cl.CO>[ClH:44].[CH3:29][O:28][C:26]([C:18]12[CH2:24][CH:22]3[CH2:21][CH:20]([CH2:25][C:16]([CH2:15][N:12]4[CH2:13][CH2:14][CH:9]([N:8]([C:5]5[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][N:6]=5)[C:42]([C:38]5[O:37][CH:41]=[CH:40][CH:39]=5)=[O:43])[CH2:10][CH2:11]4)([CH2:23]3)[CH2:17]1)[CH2:19]2)=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 682422-Furancarbonyl chlorideHCID 12896473Azane;hydrateHCID 23109891Methyl 3-[4-(5-methylpyridin-2-yl)aminopiperidin-1-ylmethyl]tricyclo[3.3.1.13,7]decane--1-carboxylate

生成物 1

HCID 23109886N-[1-[(3-Methoxycarbonyl-1-tricyclo[3.3.1.13,7]decyl)methyl]piperidin-4-yl]-N-(5-methylpyridin-2-yl)-2-furancarboxamide hydrochloride収率 96.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

After dissolving methyl 3-[4-(5-methylpyridin-2-yl)aminopiperidin-1-ylmethyl]tricyclo[3.3.1.13,7]decane-1-carboxylate (0.2248 g, 0.565 mmol) in methylene chloride (5 mL), triethylamine (0.12 g, 1.21 mmol) was added at room temperature. Next, 2-furoyl chloride (0.071 mL, 0.724 mmol) was added dropwise while cooling on ice, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was then subjected to chromatography (100 g Merck Art. 9385, methylene chloride:methanol:ammonia water=98:2:0.1-97:3:0.2) without pretreatment, to obtain the free form of the title compound as a colorless oil (0.2675 g, 0.544 mmol) (96% yield). This was further subjected to hydrochloride salification to obtain the title compound as a white solid (0.2951 g, 0.522 mmol) (96% yield).

後処理

  1. additionwas added at room temperature
  2. temperaturewhile cooling on ice

出典と根拠

ORDレコード
ord-1381e538b38946d4b9027c4834b1146f
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07601843B2

反応ノート

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