Pyridine → 1,1-Dimethylethyl 2-[4-(methylsulfonyl)phenyl]-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate

HRID 1364123ノート

反応式

HRID 1364123 の反応式
[N:1]1[NH:2][CH:3]=[C:4]2[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6][C:5]=12.[CH3:18][S:19]([C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1)(=[O:21])=[O:20].N1C=CC=CC=1>ClCCl.CO.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH3:18][S:19]([C:22]1[CH:27]=[CH:26][C:25]([N:2]2[CH:3]=[C:4]3[C:5]([CH2:6][CH2:7][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:9][CH2:10]3)=[N:1]2)=[CH:24][CH:23]=1)(=[O:21])=[O:20]

参加物

7

反応物 3

HCID 1049PyridineHCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 178451637HCID 178451637、化合物

生成物 1

HCID 669308091,1-Dimethylethyl 2-[4-(methylsulfonyl)phenyl]-4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate

試薬・触媒・溶媒 3

HCID 8895Cupric acetate触媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 1,1-dimethylethyl 4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate (may be prepared as described in Description 9) (75 mg, 0.32 mmol), [4-(methylsulfonyl)phenyl]boronic acid (128 mg, 0.64 mmol), copper acetate (116 mg, 0.64 mmol), molecular sieves (4 Å, 0.2 g) and pyridine (52 μl, 0.64 mmol) in dichloromethane (2.5 ml) was stirred at room temperature open to atmosphere for 60 hours. The mixture was then diluted with methanol and filtered through a celite pad washing with methanol. The solvent was evaporated in vacuo. Residue was taken up into ethyl acetate and washed with water and 5% aq. sodium hydrogen carbonate, then dried over magnesium sulphate and evaporated in vacuo. The resulting residue was purified by MDAP to afford the title compound (D32). MS (ES+) m/e 392 [M+H]+.

後処理

  1. filtrationfiltered through a celite pad
  2. washwashing with methanol
  3. customThe solvent was evaporated in vacuo
  4. washwashed with water and 5% aq. sodium hydrogen carbonate
  5. dry with materialdried over magnesium sulphate
  6. customevaporated in vacuo
  7. customThe resulting residue was purified by MDAP

出典と根拠

ORDレコード
ord-262e5fd9920f4655ba69f171838244ef
出典データセット
uspto-grants-2011_02
特許番号
US07888347B2

反応ノート

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