1H-1,2,4-Triazole → Anastrozole

HRID 2107763ノート

反応式

HRID 2107763 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 2187Anastrozole

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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°.

後処理

  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)

出典と根拠

ORDレコード
ord-2396888915c847f4b9d53ce08f1c5b9d
出典データセット
uspto-grants-1990_06
特許番号
US04935437

反応ノート

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