Triphenylphosphine → HCID 178472394、化合物

HRID 1616340ノート

反応式

HRID 1616340 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2.O[C@H:12]1[CH2:17][CH2:16][C@H:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][CH2:13]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C@@H:12]1[CH2:17][CH2:16][C@H:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][CH2:13]1)[N:6]=[CH:5]2

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 7619295-bromo-1H-indazoleHCID 5462977Diethyl azodicarboxylateHCID 178472487HCID 178472487、化合物

生成物 1

HCID 178472394HCID 178472394、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

A solution of 5-bromoindazole (5.00 g), ethyl trans-4-hydroxycyclohexanecarboxylate (8.73 g), triphenylphosphine (13.3 g) in THF (150 mL) was stirred at 0° C. for 15 minutes. To the reaction solution was added dropwise diethylazodicarboxylate (9.03 g) under nitrogen atmosphere at 0° C., and the mixture was stirred at 50° C. for 13 hours. Then, the solvent was removed out, and ethyl acetate (100 mL) and petroleum ether (30 mL) were added thereto. The mixture was stirred at room temperature for 2 hours. The reaction solution was filtered, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:petroleum ether=1:80-1:15 as the eluting solvent) to give Compound Q14 (3.50 g).

後処理

  1. customThen, the solvent was removed out
  2. additionethyl acetate (100 mL) and petroleum ether (30 mL) were added
  3. stirringThe mixture was stirred at room temperature for 2 hours
  4. filtrationThe reaction solution was filtered
  5. customthe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (ethyl acetate
  7. custompetroleum ether=1:80-1:15 as the eluting solvent) to give Compound Q14 (3.50 g)

出典と根拠

ORDレコード
ord-8cc1ba0e76be440f8c2b13308be17604
出典データセット
uspto-grants-2014_07
特許番号
US08765786B2

反応ノート

読み込み中…