Pyridine → 2,6-difluoro-N-[4-[(Z)-hydroxyiminomethyl]-5-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]benzamide

HRID 1255135ノート

反応式

HRID 1255135 の反応式
[F:1][C:2]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)=[C:10]([CH:12]=O)[N:11]=1)=[O:5].Cl.[NH2:30][OH:31].N1C=CC=CC=1>CCO.C(Cl)Cl>[F:1][C:2]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)=[C:10](/[CH:12]=[N:30]\[OH:31])[N:11]=1)=[O:5]

参加物

6

反応物 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 24765490HCID 24765490、化合物

生成物 1

HCID 590045602,6-difluoro-N-[4-[(Z)-hydroxyiminomethyl]-5-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl]benzamide収率 52.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

Into a solution of Compound 67 (180 mg, 0.44 mmol) in 3 mL of EtOH was added hydroxylamine hydrochloride (60 mg, 0.9 mmol) and pyridine (0.5 mL). The solution was stirred at room temperature for 2 hours. The reaction was diluted with 20 mL of CH2Cl2, and the solution was washed with 10 mL of water and dried (Na2SO4), filtered and concentrated. The residue was purified on silica (eluted with 5-100% ethyl acetate in hexane) to give Compound 72 (98 mg, 52%) as a white solid.

後処理

  1. washthe solution was washed with 10 mL of water
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified on silica (eluted with 5-100% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-3a166eeedc144869abfcb07c838c2f52
出典データセット
uspto-grants-2013_06
特許番号
US08455658B2

反応ノート

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