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Isopropanol → 4-allyl-N-(3-chlorophenyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

HRID 216030
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HRID 216030 반응식
[CH2:1]([C:4]1([C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[O:11])[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)[CH:2]=[CH2:3].Cl[C:21]1[C:22]2[C:29]([CH3:30])=[CH:28][NH:27][C:23]=2[N:24]=[CH:25][N:26]=1.C(N(CC)C(C)C)(C)C.C(O)(C)C>C(Cl)Cl>[CH2:1]([C:4]1([C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[O:11])[CH2:9][CH2:8][N:7]([C:21]2[C:22]3[C:29]([CH3:30])=[CH:28][NH:27][C:23]=3[N:24]=[CH:25][N:26]=2)[CH2:6][CH2:5]1)[CH:2]=[CH2:3]
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참가 물질

6

반응물 4

HCID 3776IsopropanolHCID 81531DiisopropylethylamineHCID 148092824-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidineHCID 689911124-allyl-N-(3-chlorophenyl)piperidine-4-carboxamide

생성물 1

HCID 444823884-allyl-N-(3-chlorophenyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide수율 61%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
120 °C

실험 절차

4-Allyl-N-(3-chlorophenyl)piperidine-4-carboxamide from step B (0.142 g, 0.453 mmol), 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (0.075 g, 0.453 mmol), N,N-diisopropylethylamine (0.236 mL, 1.35 mmol), and isopropanol (5 mL) were combined and heated at 120° C. overnight in a pressure vessel. The crude reaction was dissolved in CH2Cl2, washed with H2O and brine, dried over MgSO4, and concentrated under vacuum. The residue was purified by silica gel chromatography (MeOH:CH2Cl2 gradient) to give the title compound in 61% yield.

후처리

  1. customThe crude reaction
  2. washwashed with H2O and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by silica gel chromatography (MeOH:CH2Cl2 gradient)

출처 및 근거

ORD 기록
ord-a6ac9bba602747fb90a8dc6eb2706f27
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193202B2

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