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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
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HRID 1820306 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 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

생성물 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 hydrochloride수율 96.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-1381e538b38946d4b9027c4834b1146f
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601843B2

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