Water → HCID 90046196, 화합물

HRID 1482909노트

반응식

HRID 1482909 반응식
[N:1]1[NH:2][N:3]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:5]=1.[F:11][C:12]([F:24])([F:23])[O:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1.N1C=CC=CC=1.O>CC(N(C)C)=O.C(O[Cu]OC(=O)C)(=O)C.C(OCC)(=O)C>[F:11][C:12]([F:23])([F:24])[O:13][C:14]1[CH:19]=[CH:18][C:17]([N:2]2[N:3]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:5]=[N:1]2)=[CH:16][CH:15]=1

참가 물질

8

반응물 4

HCID 962WaterHCID 1049PyridineHCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 6419107Ethyl 1H-1,2,3-triazole-5-carboxylate

생성물 1

HCID 90046196HCID 90046196, 화합물수율 24.2%

시약·촉매·용매 3

HCID 178476681HCID 178476681, 화합물촉매HCID 8857Ethyl Acetate용매HCID 31374Dimethylacetamide용매

실험 절차

Ethyl 2H-1,2,3-triazole-4-carboxylate (CAS 1084802-21-0) (250 mg, 1.77 mmol, Eq: 1.00), 4-(trifluoromethoxy)phenylboronic acid (730 mg, 3.54 mmol, Eq: 2) and diacetoxy copper (644 mg, 3.54 mmol, Eq: 2) were dissolved in DMA (8.86 ml). Then pyridine (560 mg, 572 μl, 7.09 mmol, Eq: 4) was added and the reaction mixture was stirred at rt for 48 hours. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated, washed with brine, dried over MgSO4 and evaporated. The crude material was purified by silica gel flash chromatography to yield a white solid (129 mg, 24%). MS (ISP): 302.1 ([M+H]+).

후처리

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. customThe crude material was purified by silica gel flash chromatography

출처 및 근거

ORD 기록
ord-716f33f285544994ae3756aa911c88da
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09416127B2

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