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Water → HCID 86731235、化合物

HRID 2277179
ノート
印刷プレビュー

反応式

HRID 2277179 の反応式
Cl[C:2]1[N:7]=[CH:6][C:5]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH:19]4[CH2:21][CH2:20]4)=[CH:13][CH:12]=3)[O:10][C:4]=2[CH:3]=1.[CH3:22][C@H:23]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])[C:24]#[CH:25].C(N(CC)CC)C.O>CN(C=O)C.[Cu]I>[CH:19]1([CH2:18][O:17][C:14]2[CH:15]=[CH:16][C:11]([C:9]3[O:10][C:4]4[CH:3]=[C:2]([C:25]#[C:24][C@@H:23]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH3:22])[N:7]=[CH:6][C:5]=4[N:8]=3)=[CH:12][CH:13]=2)[CH2:21][CH2:20]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

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 10986677tert-Butyl (2S)-but-3-yn-2-ylcarbamateHCID 86731236HCID 86731236、化合物

生成物 1

HCID 86731235HCID 86731235、化合物収率 13.1%

試薬・触媒・溶媒 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 6-chloro-2-(4-(cyclopropylmethoxy)phenyl) [1,3]oxazolo[4,5-c]pyridine (700 mg), tert-butyl (2S)-but-3-yn-2-ylcarbamate (1.13 g) and triethylamine (0.649 g) in DMF (10 mL) were added bistriphenylphosphinedichloropalladium(II) (163 mg) and copper(I) iodide (88.7 mg), and the mixture was stirred at 100° C. for 2 hr under an argon atmosphere. The reaction mixture was allowed to cool to room temperature, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and subjected to silica gel column chromatography (NH, ethyl acetate). The solvent was evaporated under reduced pressure, and the obtained solid was washed with ethyl acetate to give the title compound (132 mg).

後処理

  1. temperatureto cool to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. customThe solvent was evaporated under reduced pressure
  5. washthe obtained solid was washed with ethyl acetate

出典と根拠

ORDレコード
ord-beb092f8a1e8402e8755fb1ae1d3b1f2
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133129B2

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