Benzyl Bromide → 1,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate

HRID 2234989노트

반응식

HRID 2234989 반응식
[CH3:1][C@H:2]1[NH:7][C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:10]=[C:11]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C:12]([O:15][CH3:16])=[N:13][CH:14]=2)[CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>CN(C)C=O>[CH3:8][C@H:6]1[N:7]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C@@H:2]([CH3:1])[CH2:3][N:4]([C:9]2[CH:10]=[C:11]([C:17]([O:19][C:20]([CH3:21])([CH3:23])[CH3:22])=[O:18])[C:12]([O:15][CH3:16])=[N:13][CH:14]=2)[CH2:5]1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 589881481,1-Dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate

생성물 1

HCID 589881361,1-Dimethylethyl 5-[cis-3,5-dimethyl-4-(phenyl methyl)-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

A mixture of 1,1-dimethylethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-2-(methyloxy)-3-pyridinecarboxylate (D24) (500 mg, 1.56 mmol), potassium carbonate (430 mg, 3.12 mmol) and benzyl bromide (266 mg, 1.56 mmol) in N,N-dimethylformamide (10 ml) was stirred at 80° C. for 4 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic phase washed with water, dried and evaporated. Purification by flash chromatography eluting with 5-20% ethyl acetate in hexanes gave the title compound (D25). MS (ES+) m/e 412 [M+H]+.

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. washThe organic phase washed with water
  3. customdried
  4. customevaporated
  5. customPurification by flash chromatography
  6. washeluting with 5-20% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-1e90daec7e784579a0de9945d44a2a72
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713978B2

반응 노트

불러오는 중…