Tetrahydrofuran → (4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanone

HRID 928804ノート

反応式

HRID 928804 の反応式
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH:12]([C:14]3[N:18]([CH3:19])[N:17]=[N:16][CH:15]=3)[OH:13])[CH:10]=2)[N:5]=[C:4]([O:20][CH3:21])[C:3]=1[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1.O1CCOCC1.C1COCC1.[Al]>O=[Mn]=O.CCOCC>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([C:14]3[N:18]([CH3:19])[N:17]=[N:16][CH:15]=3)=[O:13])[CH:10]=2)[N:5]=[C:4]([O:20][CH3:21])[C:3]=1[CH2:22][C:23]1[CH:24]=[CH:25][C:26]([C:29]([F:30])([F:31])[F:32])=[CH:27][CH:28]=1

参加物

7

反応物 4

HCID 8028TetrahydrofuranHCID 312751,4-DioxaneHCID 5359268AluminumHCID 86715635(4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol2 回

生成物 1

HCID 86715636(4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanone

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 3283Diethyl Ether溶媒

反応条件

温度
45 °C

実験手順

To a 100 mL flask containing (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol (745 mg, 1.61 mmol, Intermediate 50: step b) was added 1,4-dioxane (36 mL) and THF (11 mL) to give a suspension at room temperature. Heating to approximately 45° C. formed a homogeneous solution. Then, activated MnO2 (719 mg, 8.3 mmol) was introduced and the mixture was heated to 80° C. in an aluminum heating mantle under an atmosphere of N2. After 2 hours, the mixture was filtered through a Celite® pad, rinsed with THF and concentrated to give a white solid. Trituration from Et2O gave the title compound as a white solid.

後処理

  1. customto give a suspension at room temperature
  2. customformed a homogeneous solution
  3. filtrationthe mixture was filtered through a Celite® pad
  4. washrinsed with THF
  5. concentrationconcentrated
  6. customto give a white solid

出典と根拠

ORDレコード
ord-fff8a33d61da4574bcbd60b41f3afb53
出典データセット
uspto-grants-2016_03
特許番号
US09290476B2

反応ノート

読み込み中…