1H-1,2,4-Triazole → Anastrozole

HRID 2107763노트

반응식

HRID 2107763 반응식
Cl[CH2:2][C:3]1[CH:4]=[C:5]([C:14]([CH3:18])([CH3:17])[C:15]#[N:16])[CH:6]=[C:7]([C:9]([CH3:13])([CH3:12])[C:10]#[N:11])[CH:8]=1.[NH:19]1[CH:23]=[N:22][CH:21]=[N:20]1>C(#N)C>[N:19]1([CH2:2][C:3]2[CH:4]=[C:5]([C:14]([CH3:18])([CH3:17])[C:15]#[N:16])[CH:6]=[C:7]([C:9]([CH3:13])([CH3:12])[C:10]#[N:11])[CH:8]=2)[CH:23]=[N:22][CH:21]=[N:20]1

참가 물질

4

반응물 2

HCID 92571H-1,2,4-TriazoleHCID 193493842-(3-(Chloromethyl)-5-(2-cyanopropan-2-yl)phenyl)-2-methylpropanenitrile

생성물 1

HCID 2187Anastrozole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 2,2'-(5-chloromethyl-1,3-phenylene)di(2-methylpropiononitrile), (0.23 g), and 1H-1,2,4-triazole (0.35 g) in acetonitrile (2 ml) was heated under reflux for 18 h, then evaporated to dryness. The residue was partitioned between 1N aqueous potassium hydrogen carbonate solution and ethyl acetate, the organic phase was separated, dried and evaporated to dryness under reduced pressure, and the residue was purified by flash column chromatography. Elution with methanol:chloroform (1:49 by volume), gave 2,2'-[5-(1H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]di(2-methylpropiononitrile), identical with the product of Example 1, and further elution with methanol:chloroform (2:23 by volume, gave 2,2'-[5-(4H-1,2,4-triazol-4-ylmethyl)-1,3-phenylene]di(2-methylpropiononitrile), mp. 158°-161°.

후처리

  1. temperatureunder reflux for 18 h
  2. customevaporated to dryness
  3. customThe residue was partitioned between 1N aqueous potassium hydrogen carbonate solution and ethyl acetate
  4. customthe organic phase was separated
  5. customdried
  6. customevaporated to dryness under reduced pressure
  7. customthe residue was purified by flash column chromatography
  8. washElution with methanol:chloroform (1:49 by volume)

출처 및 근거

ORD 기록
ord-2396888915c847f4b9d53ce08f1c5b9d
출처 데이터셋
uspto-grants-1990_06
특허 번호
US04935437

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