Pyridine → HCID 57656832、化合物

HRID 603170

反応式

HRID 603170 の反応式
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[Cl:11][C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][C:18]=1[C:19]([F:22])([F:21])[F:20])[NH2:15].N1C=CC=CC=1>C1COCC1.C(OCC)(=O)C.Cl>[Cl:11][C:12]1[CH:13]=[C:14]([NH:15][C:2](=[O:3])[O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:16]=[CH:17][C:18]=1[C:19]([F:21])([F:22])[F:20]

参加物

7

反応物 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 679623-Chloro-4-(trifluoromethyl)aniline

生成物 1

HCID 57656832HCID 57656832、化合物

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Phenyl chloroformate (0.86 mL) was added slowly to a stirring solution of 3-chloro-4-trifluoromethyl aniline (933 mg) in THF (10 mL) containing pyridine (1.07 mL) under an argon atmosphere. The reaction was stirred for 18 h then diluted with ethyl acetate (35 mL) and 1M HCl (20 mL). The organic layer was separated and washed with saturated aqueous NaHCO3 then dried (MgSO4), filtered and evaporated. Trituration with 1:9 EtOAc:isohexanes (10 mL) at reflux followed by cooling to RT afforded a solid which was filtered to afford 1.15 g of the title compound.

後処理

  1. customThe organic layer was separated
  2. washwashed with saturated aqueous NaHCO3
  3. dry with materialthen dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. temperatureTrituration with 1:9 EtOAc:isohexanes (10 mL) at reflux
  7. customafforded a solid which
  8. filtrationwas filtered

出典と根拠

ORDレコード
ord-38f70e8d280643899a052228c14cb32f
出典データセット
uspto-grants-2011_03
特許番号
US07906645B2

関連ノート

読み込み中…