Water → HCID 90046196、化合物

HRID 1482909ノート

反応式

HRID 1482909 の反応式
[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

参加物

8

反応物 4

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

生成物 1

HCID 90046196HCID 90046196、化合物収率 24.2%

試薬・触媒・溶媒 3

HCID 178476681HCID 178476681、化合物触媒HCID 8857Ethyl Acetate溶媒HCID 31374Dimethylacetamide溶媒

実験手順

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]+).

後処理

  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

出典と根拠

ORDレコード
ord-716f33f285544994ae3756aa911c88da
出典データセット
uspto-grants-2016_08
特許番号
US09416127B2

反応ノート

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