Sodium Iodide → HCID 66679973、化合物

HRID 1626758

反応式

HRID 1626758 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=[O:15])[CH2:13]Cl)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[F:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([CH3:29])=[C:25]([NH2:30])[CH:24]=2)=[CH:19][CH:18]=1.[I-].[Na+]>CN(C=O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:12](=[O:15])[CH2:13][NH:30][C:25]2[CH:24]=[C:23]([C:20]3[CH:21]=[CH:22][C:17]([F:16])=[CH:18][CH:19]=3)[CH:28]=[CH:27][C:26]=2[CH3:29])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

参加物

6

反応物 3

HCID 5238Sodium IodideHCID 41798255-Chloro-2-((2-chloroacetyl)amino)benzoic acidHCID 463144304'-Fluoro-4-methylbiphenyl-3-amine

生成物 1

HCID 66679973HCID 66679973、化合物収率 20%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

1.0 g (4.0 mmol) of 5-chloro-2-[(chloroacetyl)amino]benzoic acid, 1.78 g (8.9 mmol) of 4′-fluoro-4-methylbiphenyl-3-amine, and 60 mg (0.4 mmol) of sodium iodide were stirred in 3 mL of DMF at 90° C. for 5.5 hours. Thereafter, the reaction mixture was diluted with ethyl acetate and washed with 1N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The obtained crude product was separated and purified by silica gel column chromatography. The separated fractions containing a target compound were combined and condensed. Ethyl acetate was added to the residue, and solids were collected by filtration. The resulting solids were recrystallized using ethyl acetate/n-hexane, thereby giving 334 mg of the target 5-chloro-2-{[N-(4′-fluoro-4-methylbiphenyl-3-yl)glycyl]amino}benzoic acid (yield: 20%).

後処理

  1. washwashed with 1N hydrochloric acid
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe obtained crude product
  5. customwas separated
  6. custompurified by silica gel column chromatography
  7. additionThe separated fractions containing a target compound
  8. customcondensed
  9. filtrationwere collected by filtration
  10. customThe resulting solids were recrystallized

出典と根拠

ORDレコード
ord-f18adea036704c36981cc7781230fb36
出典データセット
uspto-grants-2014_07
特許番号
US08785473B2

関連ノート

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