Cyclobutanone → 6-Cyclobutyl-2-[4-(methylsulfonyl)phenyl]-2,4,5,6,7,8-hexahydropyrazolo[3,4-d]azepine

HRID 1364157ノート

反応式

HRID 1364157 の反応式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:20]=[C:19]3[C:13]([CH2:14][CH2:15][NH:16][CH2:17][CH2:18]3)=[N:12]2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[C:21]1(=O)[CH2:24][CH2:23][CH2:22]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl.C(O)(=O)C.CO>[CH:21]1([N:16]2[CH2:17][CH2:18][C:19]3=[CH:20][N:11]([C:8]4[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:6][CH:7]=4)[N:12]=[C:13]3[CH2:14][CH2:15]2)[CH2:24][CH2:23][CH2:22]1

参加物

7

反応物 3

HCID 14496CyclobutanoneHCID 5049666Sodium triacetoxyborohydrideHCID 669307912-[4-(Methylsulfonyl)phenyl]-2,4,5,6,7,8-hexahydropyrazolo[3,4-d]azepine

生成物 1

HCID 160488376-Cyclobutyl-2-[4-(methylsulfonyl)phenyl]-2,4,5,6,7,8-hexahydropyrazolo[3,4-d]azepine

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-[4-(methylsulfonyl)phenyl]-2,4,5,6,7,8-hexahydropyrazolo[3,4-d]azepine (may be prepared as described in Description 38) (4 mg, 0.014 mmol) in dichloromethane (2 ml) was added cyclobutanone (7 mg, 0.096 mmol) and acetic acid (1 drop). The resulting mixture was stirred at room temperature, under argon, for 20 minutes. Sodium triacetoxyborohydride (20 mg, 0.096 mmol) was added and stirring continued overnight. The resulting reaction mixture was diluted with methanol and purified by SCX, eluting with methanol and then with 2M ammonia/methanol. The basic fractions were combined and solvent evaporated in vacuo to afford the title compound (E28). MS (ES+) m/e 346 [M+H]+.

後処理

  1. stirringstirring continued overnight
  2. customThe resulting reaction mixture
  3. custompurified by SCX
  4. washeluting with methanol
  5. customsolvent evaporated in vacuo

出典と根拠

ORDレコード
ord-030525f36bb141cfa495dc65248354e2
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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