Hydrochloric Acid → {5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanol

HRID 8411

反応式

HRID 8411 の反応式
C([O:8][CH2:9][C:10]1[N:11]([CH2:27][C:28]2[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=2)[C:12]([S:18][C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=2)=[C:13]([CH:15]([CH3:17])[CH3:16])[N:14]=1)C1C=CC=CC=1.Cl.O.C(OC(C)C)(C)C>C1(C)C=CC=CC=1>[OH:8][CH2:9][C:10]1[N:11]([CH2:27][C:28]2[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=2)[C:12]([S:18][C:19]2[CH:20]=[C:21]([Cl:26])[CH:22]=[C:23]([Cl:25])[CH:24]=2)=[C:13]([CH:15]([CH3:17])[CH3:16])[N:14]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 7914Diisopropyl EtherHCID 98487522-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazole

生成物 1

HCID 9844329{5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanol

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
90 °C

実験手順

To the compound (6) was added concentrated aqueous hydrochloric acid (50 ml). The mixture was heated at 90° C. for 2 hours and then cooled down. To the mixture were added water (50 ml) and toluene (20 ml). The aqueous layer was separated and neutralized by 30% aqueous sodium hydroxide. The compound (12) was extracted with ethyl acetate (50 ml), and the ethyl acetate layer was washed with water (30 ml). Each aqueous layer was extracted with ethyl acetate (20 ml). The ethyl acetate layer was collected and concentrated under reduced pressure to yield oily residue. To the oily residue was slowly added diisopropyl ether (50 ml) for crystallization. The obtained slurry was stirred at room temperature for 30 minutes, filtered, washed with diisopropyl ether (30 ml) and dried to yield the compound (12) (10.4 g) as a white crystal. Yield from the compound (22):82%

後処理

  1. temperaturecooled down
  2. customThe aqueous layer was separated
  3. extractionThe compound (12) was extracted with ethyl acetate (50 ml)
  4. washthe ethyl acetate layer was washed with water (30 ml)
  5. extractionEach aqueous layer was extracted with ethyl acetate (20 ml)
  6. customThe ethyl acetate layer was collected
  7. concentrationconcentrated under reduced pressure
  8. customto yield oily residue
  9. customfor crystallization
  10. filtrationfiltered
  11. washwashed with diisopropyl ether (30 ml)
  12. customdried

出典と根拠

ORDレコード
ord-b9dca31d80aa4786984f28cacece28d0
出典データセット
uspto-grants-2006_08
特許番号
US07087764B2

関連ノート

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