Acetonitrile → 5-Aziridin-1-yl-2-chloro-N-(tricyclo[3.3.1.13,7]dec-1-yhnethyl)-benzamide

HRID 380695노트

반응식

HRID 380695 반응식
[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([NH:22][CH2:23][CH2:24]Cl)=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2)=[O:5].C(=O)([O-])[O-].[Cs+].[Cs+].C(#N)C>O>[N:22]1([C:19]2[CH:20]=[CH:21][C:2]([Cl:1])=[C:3]([CH:18]=2)[C:4]([NH:6][CH2:7][C:8]23[CH2:17][CH:12]4[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]4)[CH2:9]2)[CH2:15]3)=[O:5])[CH2:23][CH2:24]1

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 10796Cesium carbonateHCID 114176532-Chloro-5-(2-chloroethyl)amino-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)benzamide

생성물 1

HCID 206700525-Aziridin-1-yl-2-chloro-N-(tricyclo[3.3.1.13,7]dec-1-yhnethyl)-benzamide수율 17%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

2-Chloro-5-(2-chloroethyl)amino-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.15 g), cesium carbonate (0.192 g) and acetonitrile (3 ml) were combined and heated in a sealed tube at 100° C. for 24 hours. The cooled reaction mixture was poured into water (50 ml) and the product extracted into ethyl acetate, dried over magnesium sulphate, filtered and concentrated under reduced pressure. The crude product was purified by NPHPLC eluting with 0-5% ethanol in dichloromethane to give the title compound as a white solid (0.023 g).

후처리

  1. customThe cooled reaction mixture
  2. extractionthe product extracted into ethyl acetate
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified by NPHPLC
  7. washeluting with 0-5% ethanol in dichloromethane

출처 및 근거

ORD 기록
ord-1059c17a3f404d3fa82c7c817e95c779
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06303659B2

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