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Potassium Phosphate, Tribasic → 4-[[2-(2,4-difluorophenyl)-5-methyl-2H-1,2,3-triazol-4-yl]methyl]-2-(trifluoromethyl)pyridine

HRID 623711
ノート
印刷プレビュー

反応式

HRID 623711 の反応式
Br[CH2:2][C:3]1[C:7]([CH3:8])=[N:6][N:5]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[N:4]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].[F:25][C:26]([F:43])([F:42])[C:27]1[CH:32]=[C:31](B2OC(C)(C)C(C)(C)O2)[CH:30]=[CH:29][N:28]=1>O1CCCC1.O.O.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>[F:16][C:10]1[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:9]=1[N:5]1[N:4]=[C:3]([CH2:2][C:31]2[CH:30]=[CH:29][N:28]=[C:27]([C:26]([F:43])([F:42])[F:25])[CH:32]=2)[C:7]([CH3:8])=[N:6]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 457857082-(Trifluoromethyl)pyridine-4-boronic acid, pinacol esterHCID 901118064-(bromomethyl)-2-(2,4-difluorophenyl)-5-methyl-2H-1,2,3-triazole2 回

生成物 1

HCID 901104994-[[2-(2,4-difluorophenyl)-5-methyl-2H-1,2,3-triazol-4-yl]methyl]-2-(trifluoromethyl)pyridine

試薬・触媒・溶媒 3

HCID 178418397
HCID 178418397、化合物
触媒
HCID 962Water溶媒
HCID 21881883Oxolane--water (1/1)溶媒

反応条件

温度
70 °C

実験手順

To a solution of 4-(bromomethyl)-2-(2,4-difluorophenyl)-5-methyl-2H-1,2,3-triazole (i.e. the product of Step C, 0.30 g, 1.0 mmol) in tetrahydrofuran/water (3:1, 4 mL total), was added tetrakis(triphenylphosphine)palladium(0) (0.058 g, 0.05 mmol), potassium phosphate tribasic (0.43 g, 2.0 mmol) and 2-(trifluoromethyl)pyridine-4-boronic acid pinacol ester (0.31 g, 1.15 mmol). The mixture was heated to 70° C. and stirred for 96 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried (MgSO4) and concentrated under reduced pressure. The crude residue was purified by twice by chromatography on silica gel eluting with 0 to 100% ethyl acetate in hexanes, and then was purified by reverse-phase chromatography on C18 silica gel to afford the title compound (0.18 g) as a colorless solid.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe crude residue was purified by twice by chromatography on silica gel eluting with 0 to 100% ethyl acetate in hexanes
  5. customwas purified by reverse-phase chromatography on C18 silica gel

出典と根拠

ORDレコード
ord-0f45e3c1ea9d476abd107b5ee03876aa
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09302999B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート