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

Ethyl 4-(bromomethyl)picolinate → HCID 59508608、化合物

HRID 1095930
ノート
印刷プレビュー

反応式

HRID 1095930 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([OH:23])[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([OH:21])([C:14]1[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=1)[C:10]([F:13])([F:12])[F:11].[CH2:24]([O:26][C:27]([C:29]1[CH:34]=[C:33]([CH2:35]Br)[CH:32]=[CH:31][N:30]=1)=[O:28])[CH3:25]>CN(C=O)C.C(=O)([O-])[O-].[Ag+2]>[CH2:24]([O:26][C:27]([C:29]1[CH:34]=[C:33]([CH2:35][O:23][C:4]2[CH:5]=[CH:6][C:7]([CH:8]([CH3:22])[C:9]([OH:21])([C:14]3[CH:19]=[CH:18][N:17]=[C:16]([CH3:20])[CH:15]=3)[C:10]([F:13])([F:11])[F:12])=[C:2]([Cl:1])[CH:3]=2)[CH:32]=[CH:31][N:30]=1)=[O:28])[CH3:25]
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 2

HCID 21781508Ethyl 4-(bromomethyl)picolinateHCID 252541463-Chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(2-methyl-pyridin-4-yl)-propyl]-phenol

生成物 1

HCID 59508608HCID 59508608、化合物収率 63%

試薬・触媒・溶媒 2

HCID 178418647HCID 178418647、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

3-Chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(2-methyl-pyridin-4-yl)-propyl]-phenol (100 mg, obtained in Example 93, step 6) and ethyl-4-(bromomethyl)-pyridine-2-carboxylate (85 mg, [CAS Reg. No. 153994-03-7]) were dissolved in DMF (5 mL) followed by addition of silver carbonate (80 mg). The mixture was heated to 80° C. for 3 hours. The reaction mixture was cooled, poured into ice/water and extracted two times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered and the solvent was evaporated. The residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate) to give the title compound as a yellow foam (98 mg, 63%). MS (m/e)=509.3 [MH+].

後処理

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted two times with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent was evaporated
  7. customThe residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate)

出典と根拠

ORDレコード
ord-54837cd5ac4f459284d38e8ceecb1617
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08138189B2

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