Acetone → HCID 16048760, 화합물

HRID 1364147노트

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HRID 1364147 반응식
[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]

참가 물질

7

반응물 4

HCID 180Acetone2회HCID 887MethanolHCID 5049666Sodium triacetoxyborohydrideHCID 66930841HCID 66930841, 화합물

생성물 1

HCID 16048760HCID 16048760, 화합물

시약·촉매·용매 2

HCID 176Acetic Acid촉매HCID 6344Dichloromethane용매

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-41e1641ff4f440708466c32eaf8dc53a
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888347B2

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