Water → 1'-(3,4-Dihydroquinolin-1(2h)-ylcarbonyl)spiro[indene-1,4'-piperidine]

HRID 551782노트

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HRID 551782 반응식
[N:1]1([C:11]([O:13]C2C=CC([N+]([O-])=O)=CC=2)=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[CH2:23]1[C:28]2([C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH:30]=[CH:29]2)[CH2:27][CH2:26][NH:25][CH2:24]1.Cl.C(N(CC)CC)C.O>ClCCl>[N:1]1([C:11]([N:25]2[CH2:26][CH2:27][C:28]3([C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[CH:30]=[CH:29]3)[CH2:23][CH2:24]2)=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 178488194-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylateHCID 22509344Spiro[indene-1,4'-piperidine] hydrochloride

생성물 1

HCID 671900911'-(3,4-Dihydroquinolin-1(2h)-ylcarbonyl)spiro[indene-1,4'-piperidine]수율 85.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
150 °C

실험 절차

0.4 g of 4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate, 0.357 g of 4-spiroindene-piperidine hydrochloride, 0.28 ml of triethylamine and 2 ml of water are introduced into a 10 ml glass tube. The tube is sealed and then heated at 150° C. under microwave irradiation for 50 minutes. Dichloromethane is added. The organic phase is dried over magnesium sulfate and the solvent is evaporated under reduced pressure. The residue is chromatographed on silica gel with a heptane/ethyl acetate gradient from 9/1 to 0/1. 0.393 g of 1′-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)spiro[indene-1,4′-piperidine] is obtained.

후처리

  1. customThe tube is sealed
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. customthe solvent is evaporated under reduced pressure
  4. customThe residue is chromatographed on silica gel with a heptane/ethyl acetate gradient from 9/1 to 0/1

출처 및 근거

ORD 기록
ord-73587889789f4756bf820f8e03d376bf
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947834B2

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