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Triethylamine → tert-Butyl [3-methyl-1-(3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)piperidin-3-yl]carbamate

HRID 1499545
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HRID 1499545 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]2[CH2:11][CH2:12][CH2:13][C:3]=12.[CH3:14][C:15]1([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]1.C(N(CC)CC)C>C(O)(C)C>[CH3:14][C:15]1([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:20][CH2:19][CH2:18][N:17]([C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]3[CH2:11][CH2:12][CH2:13][C:3]=23)[CH2:16]1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 19691473Tert-butyl (3-methylpiperidin-3-yl)carbamateHCID 867266864-Chloro-3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine

생성물 1

HCID 86726776tert-Butyl [3-methyl-1-(3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)piperidin-3-yl]carbamate

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
100 °C

실험 절차

A mixture of 4-chloro-3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine (200 mg, 1.01 mmol), tert-butyl (3-methylpiperidin-3-yl)carbamate (227 mg, 1.06 mmol) and triethylamine (281 μL, 2.01 mmol) in isopropyl alcohol (1.2 mL) was stirred at 100° C. for 20 min. After cooling, the sub-title compound precipitated out and was collected by vacuum filtration, followed by washing with cold ether to give the sub-title compound as light yellow powder. LCMS calc. for C19H29N4O4 (M+H)+: m/z=377.2. Found: 377.2.

후처리

  1. temperatureAfter cooling
  2. customthe sub-title compound precipitated out
  3. filtrationwas collected by vacuum filtration
  4. washby washing with cold ether

출처 및 근거

ORD 기록
ord-84cf0bb488c144bc893752534ef34bb3
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09200004B2

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