Acetone → HCID 16048760、化合物

HRID 1364147ノート

反応式

HRID 1364147 の反応式
[N:1]1[N:2]([C:11]2[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=[O:16])=[CH:13][CH:12]=2)[CH:3]=[C:4]2[CH2:10][CH2:9][NH:8][CH2:7][CH2:6][C:5]=12.[CH3:20][C:21]([CH3:23])=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].CO>ClCCl.C(O)(=O)C>[CH3:20][CH:21]([N:8]1[CH2:9][CH2:10][C:4]2=[CH:3][N:2]([C:11]3[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=[O:16])=[CH:13][CH:12]=3)[N:1]=[C:5]2[CH2:6][CH2:7]1)[CH3:23]

参加物

7

反応物 4

HCID 180Acetone2 回HCID 887MethanolHCID 5049666Sodium triacetoxyborohydrideHCID 66930841HCID 66930841、化合物

生成物 1

HCID 16048760HCID 16048760、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-(5,6,7,8-tetrahydropyrazolo[3,4-d]azepin-2(4H)-yl)benzamide (may be prepared as described in Description 37) (31 mg, 0.12 mmol) in dichloromethane (3 ml) was added acetone (14 mg, 0.24 mmol) and acetic acid (2 drops). The resulting mixture was stirred at room temperature, under argon, for 20 minutes. Sodium triacetoxyborohydride (51 mg, 0.24 mmol) was added and stirring continued for 2 hours. A further 6 eq. of acetone was added and stirring continued over the weekend. Methanol was added and the crude mixture was purified by SCX, eluting with methanol and then with 2M ammonia/methanol. The basic fractions were combined and solvent evaporated in vacuo. The crude product was triturated with ether and filtered to afford the title compound (E17). MS (ES+) m/e 299 [M+H]+.

後処理

  1. stirringstirring
  2. waitcontinued for 2 hours
  3. stirringstirring
  4. customthe crude mixture was purified by SCX
  5. washeluting with methanol
  6. customsolvent evaporated in vacuo
  7. customThe crude product was triturated with ether
  8. filtrationfiltered

出典と根拠

ORDレコード
ord-41e1641ff4f440708466c32eaf8dc53a
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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