Trifluoroacetic acid → HCID 90117927、化合物

HRID 523150

反応式

HRID 523150 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH:16]([CH3:18])[CH3:17])=[CH:11][CH:10]=2)[N:3]=1.C([Sn](CCCC)(CCCC)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1)CCC.[F-].[Cs+].C(O)(C(F)(F)F)=O>[Cu]I.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CO.O.CN(C=O)C>[Cl:8][C:6]1[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH:16]([CH3:18])[CH3:17])=[CH:11][CH:10]=2)[N:3]=[C:2]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)[CH:7]=1

参加物

10

反応物 4

HCID 6422Trifluoroacetic acidHCID 25953Cesium fluorideHCID 6077842-(Tributylstannyl)pyridine2 回HCID 901180792,4-Dichloro-6-(4-isopropoxyphenyl)pyridine

生成物 1

HCID 90117927HCID 90117927、化合物

試薬・触媒・溶媒 5

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418397HCID 178418397、化合物触媒2 回HCID 887Methanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a 2 dram vial equipped with a stir bar was added 2,4-dichloro-6-(4-isopropoxyphenyl)pyridine (50 mg, 0.18 mmol), 2-(tributylstannyl)pyridine (65 mg, 0.18 mmol), CuI (8 mg, 0.04 mmol), CsF (81 mg, 0.53 mmol), and Pd(PPh3)4 (10 mg, 8.9 μmol). The vial was capped and then placed under N2 atmosphere. To the vial was added DMF (1 mL). The vial was placed in a 80° C. heating block with stirring for 1 h. The mixture was allowed to cool to room temperature. The vial was opened and to the reaction was added 2-(tributylstannyl)pyridine (65 mg, 0.18 mmol) and Pd(PPh3)4 (10 mg, 8.9 μmol). The vial was placed under N2 atmosphere and then returned to the 80° C. heating block with stirring for 1 h. The mixture was cooled to room temperature and then adsorbed onto diatomaceous earth (Celite®). The resulting powder was subjected to C18 chromatography (water:MeOH w/0.1% TFA) to afford 4-chloro-6-(4-isopropoxyphenyl)-2,2′-bipyridine as an amber solid. This material was carried forward into step 2.

後処理

  1. customTo a 2 dram vial equipped with a stir bar
  2. customThe vial was capped
  3. customwas placed in a 80° C.
  4. temperatureheating block
  5. customreturned to the 80° C.
  6. temperatureheating block
  7. stirringwith stirring for 1 h
  8. temperatureThe mixture was cooled to room temperature

出典と根拠

ORDレコード
ord-a5a91a0b5c8c41e7955b7c7eb70fa215
出典データセット
uspto-grants-2016_05
特許番号
US09334279B2

関連ノート

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