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[3-Tert-butyl-2-methoxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-(2-chloro-pyridin-4-yl)-methanol → [3-Tert-butyl-2-methoxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-(2-chloro-pyridin-4-yl)-methanone

HRID 2390801
ノート
印刷プレビュー

反応式

HRID 2390801 の反応式
[C:1]([C:5]1[C:6]([O:28][CH3:29])=[C:7]([CH:19]([C:21]2[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[CH:22]=2)[OH:20])[CH:8]=[C:9]([C:11]2[C:12]([O:17][CH3:18])=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C(Cl)Cl.O=[Mn]=O>[C:1]([C:5]1[C:6]([O:28][CH3:29])=[C:7]([C:19]([C:21]2[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[CH:22]=2)=[O:20])[CH:8]=[C:9]([C:11]2[C:12]([O:17][CH3:18])=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 86638338[3-Tert-butyl-2-methoxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-(2-chloro-pyridin-4-yl)-methanol

生成物 1

HCID 86638337[3-Tert-butyl-2-methoxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-(2-chloro-pyridin-4-yl)-methanone収率 86%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 6344Dichloromethane溶媒

実験手順

step 2—To a solution of 40 (124 mg, 0.301 mmol) in DCM (10 mL) at RT was added MnO2 (528 mg, 6.073 mmol). The reaction mixture was vigorously stirred at RT overnight then the solid was filtered through a pad of CELITE. The filtrate was concentrated and the crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (5 to 10% EtOAc) to afford 106 mg (86%) of [3-tert-butyl-2-methoxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-(2-chloro-pyridin-4-yl)-methanone (42) as a colorless oil.

後処理

  1. filtrationthe solid was filtered through a pad of CELITE
  2. concentrationThe filtrate was concentrated
  3. customthe crude residue was purified by SiO2 chromatography
  4. washeluting with an EtOAc/hexane gradient (5 to 10% EtOAc)

出典と根拠

ORDレコード
ord-3e9f15464c294c16a4ba4b68066d6e03
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08273773B2

反応ノート

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