ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

5-bromo-7-methyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazole → (6-chloro-pyrimidin-4-yl)-[7-methyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-5-yl]-methanone

HRID 469306
ノート
印刷プレビュー

反応式

HRID 469306 の反応式
Br[C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[N:7]([CH2:12][O:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])[N:6]=[CH:5]2.C([Li])CCC.CON(C)[C:28]([C:30]1[CH:35]=[C:34]([Cl:36])[N:33]=[CH:32][N:31]=1)=[O:29]>C1COCC1>[Cl:36][C:34]1[N:33]=[CH:32][N:31]=[C:30]([C:28]([C:2]2[CH:3]=[C:4]3[C:8](=[C:9]([CH3:11])[CH:10]=2)[N:7]([CH2:12][O:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])[N:6]=[CH:5]3)=[O:29])[CH:35]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 581812085-bromo-7-methyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazoleHCID 581812166-Chloro-pyrimidine-4-carboxylic acidmethoxy-methyl-amideHCID 178418339Butyllithium

生成物 1

HCID 58181210(6-chloro-pyrimidin-4-yl)-[7-methyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-5-yl]-methanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒
2 回

反応条件

温度
-75 °C

実験手順

Under an argon atmosphere 0.34 g (1.00 mmol) 5-bromo-7-methyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazole in 10 mL THF were cooled to −75° C., mixed with 0.70 mL (1.1 mmol) of a 1.6 molar n-butyllithium solution and stirred for 1 h at −75° C. Then 0.25 g (1.1 mmol) 6-chloro-pyrimidine-4-carboxylic acidmethoxy-methyl-amide, dissolved in a little THF, were added dropwise. The cooling bath was removed and the mixture was heated to 0° C. and stirred for a further hour in the ice bath. The mixture was stirred with saturated sodium hydrogen carbonate solution, extracted with EtOAc, the organic phase was dried and evaporated down. The residue was purified by flash chromatography.

後処理

  1. additionwere added dropwise
  2. customThe cooling bath was removed
  3. temperaturethe mixture was heated to 0° C.
  4. stirringstirred for a further hour in the ice bath
  5. stirringThe mixture was stirred with saturated sodium hydrogen carbonate solution
  6. extractionextracted with EtOAc
  7. customthe organic phase was dried
  8. customevaporated down
  9. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-79699a7416d048da97bd66966e2eff2c
出典データセット
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08629137B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート