tert-Butanol → HCID 69731332、化合物

HRID 1814369ノート

反応式

HRID 1814369 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[CH2:10]1[O:13][C@H:11]1[CH3:12].CC(C)([O-])C.[K+].CC(O)(C)C>C1COCC1>[N:1]1([CH2:10][C@H:11]([CH3:12])[OH:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1

参加物

6

反応物 4

HCID 6386tert-ButanolHCID 92211H-IndazoleHCID 146262(2S)-2-MethyloxiraneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 69731332HCID 69731332、化合物収率 67%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 0.5 g (4.23 mmol) indazole, 0.3 mL (S)-propylene oxide (4.4 mmol), 0.53 g potassium t-butoxide (4.3 mmol) and 15 mL of 25:1 t-BuOH:THF was stirred in a sealed tube at 70° C. overnite. The solvent was removed in vacuo, 50 mL ethyl acetate was added to the residue, the mixture was filtered, concentrated and the residue purified by chromatography over silica eluting with 1:1 EtOAc:hexanes to yield 0.250 g (1.42 mmol, 67%) of the title compound as a viscous oil. MS (APCI) m/z 177 (M+1).

後処理

  1. customThe solvent was removed in vacuo, 50 mL ethyl acetate
  2. additionwas added to the residue
  3. filtrationthe mixture was filtered
  4. concentrationconcentrated
  5. customthe residue purified by chromatography over silica eluting with 1:1 EtOAc

出典と根拠

ORDレコード
ord-c9e43ffe6ec548a49a6947d2df400bad
出典データセット
uspto-grants-2005_04
特許番号
US06875765B2

反応ノート

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