1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-Methoxy-4-((5-phenyl-[1,2,3]triazolo[1,5-a]pyridin-3-yl)methoxy)quinoline

HRID 1511283노트

반응식

HRID 1511283 반응식
[C:1]1([C:7]2[CH:12]=[CH:11][N:10]3[N:13]=[N:14][C:15]([C:16]([O-:18])=O)=[C:9]3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1([C:25]2[CH:30]=[CH:29][N:28]=[C:27]([CH2:31][C:32]([O:34][CH3:35])=O)[CH:26]=2)C=CC=CC=1.[CH2:36]1CCN2C(=NCCC2)C[CH2:37]1.C(NC1C=CC(S(N=[N+]=[N-])(=O)=O)=CC=1)(=O)C>CC#N>[CH3:35][O:34][C:32]1[CH:31]=[C:27]2[C:26]([C:25]([O:18][CH2:16][C:15]3[N:14]=[N:13][N:10]4[CH:11]=[CH:12][C:7]([C:1]5[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=5)=[CH:8][C:9]=34)=[CH:30][CH:29]=[N:28]2)=[CH:37][CH:36]=1

참가 물질

6

반응물 4

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 51291854-Acetamidobenzenesulfonyl azideHCID 67503470Methyl 2-(4-phenylpyridin-2-yl)acetateHCID 866302645-Phenyl-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylate

생성물 1

HCID 576913407-Methoxy-4-((5-phenyl-[1,2,3]triazolo[1,5-a]pyridin-3-yl)methoxy)quinoline

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

5-Phenyl-[1,2,3]triazolo[1,5-a]pyridine-3-carboxylate. To a solution of methyl 2-(4-phenylpyridin-2-yl)acetate (see Lohse, O.; Thevenin, P.; Waldvogel, E. Synlett 1999, 1, 45-48) (0.504 g, 2.22 mmol) in 12 mL CH3CN was added DBU (0.501 ml, 3.33 mmol) and the mixture cooled in an ice bath. To the solution, 4-acetamidobenzenesulfonyl azide (0.533 g, 2.22 mmol) was added and the mixture allowed to warm to rt. The mixture was stirred at rt for 5 h then evaporated. The residue was diluted with CH2Cl2, washed with water, brine, dried over Na2SO4, and filtered. The title compound was obtained after purification via flash chromatography.

후처리

  1. temperaturethe mixture cooled in an ice bath
  2. customthen evaporated
  3. additionThe residue was diluted with CH2Cl2
  4. washwashed with water, brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-d4546e9141e949efa2aab2c4d109494d
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08212041B2

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