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Methanol → Methyl 3-[(1-benzylpiperidin-4-yl)amino]pyrazine-2-carboxylate

HRID 501074
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HRID 501074 반응식
Br[C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:5]=[CH:4][N:3]=1.[NH2:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:15][CH2:14]1.CO>CC(O)C.C(OCC)(=O)C>[CH2:19]([N:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:2]2[C:7]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:5]=[CH:4][N:3]=2)[CH2:14][CH2:15]1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1
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참가 물질

6

반응물 3

HCID 887MethanolHCID 4158521-Benzyl-4-piperidylamineHCID 13318551Methyl 3-bromopyrazine-2-carboxylate

생성물 1

HCID 22293191Methyl 3-[(1-benzylpiperidin-4-yl)amino]pyrazine-2-carboxylate

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of methyl 2-bromopyrazine-3-carboxylate (J. Med. Chem., 1969, 12, 285) (2.2 g, 10.1 mmol) and 4-amino-1-benzylpiperidine (2.0 g, 10.5 mmol) was refluxed in 2-propanol overnight. Thin layer chromatography (10% methanol in ethyl acetate) showed the reaction was complete. The solvent was evaporated, and the crude product dissolved in chloroform (100 mL), which was washed with saturated sodium carbonate solution (20 mL), and dried over magnesium sulfate. The title compound was obtained as a gum (3.8 g). MS 327 (M+1).

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe crude product dissolved in chloroform (100 mL)
  3. washwhich was washed with saturated sodium carbonate solution (20 mL)
  4. dry with materialdried over magnesium sulfate

출처 및 근거

ORD 기록
ord-eb8265386bfb44a286bac4ef26463a27
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07772224B2

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