p-Toluenesulfonic acid monohydrate → HCID 9929140、化合物

HRID 1352967ノート

反応式

HRID 1352967 の反応式
O[C:2]1([C:23]([F:26])([F:25])[F:24])[CH2:6][N:5]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][CH:8]=2)[C:4]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)=[N:3]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:16][S:13]([C:10]1[CH:9]=[CH:8][C:7]([N:5]2[CH:6]=[C:2]([C:23]([F:25])([F:26])[F:24])[N:3]=[C:4]2[C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)=[CH:12][CH:11]=1)(=[O:15])=[O:14]

参加物

4

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 199633943-[4-Hydroxy-1-[4-(methylsulfonyl) phenyl]-4-(trifluoromethyl)-4,5-dihydro-1h-imidazol-2-yl]pyridine

生成物 1

HCID 9929140HCID 9929140、化合物収率 23%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of the compound of step 2 (3.6 g, 9.35 mmol) and p-toluenesulfonic acid monohydrate (0.52 g, 2.7 mmol) in toluene (280 ml) was heated to reflux for 24 hours. The reaction mixture was cooled and the solvent removed under reduced pressure. The crude mixture was purified by chromatography on silica gel using-ethyl acetate/acetone (98/2) to give pure 3-[1-[4-(methylsulfonyl)phenyl]-4-trifluoromethyl-1H-imidazol-2-yl]pyridine (790 mg, 23%) as a white solid: mp (DSC) 193° C. Anal Calc'd. for C16H12N3SO2F3: C, 52.30; H, 3.29; N, 11.44; S, 8.73. Found: C, 52.38; H, 3.26; N, 11.30; S, 8.76.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 24 hours
  3. temperatureThe reaction mixture was cooled
  4. customthe solvent removed under reduced pressure
  5. customThe crude mixture was purified by chromatography on silica gel using-ethyl acetate/acetone (98/2)

出典と根拠

ORDレコード
ord-8ef00a58119a455f9cfb12f82131a666
出典データセット
uspto-grants-2007_05
特許番号
US07220770B2

反応ノート

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