Acetic Anhydride → Methyl 4-acetamido-6-chloro-4'-(dimethylamino)-[1,1'-biphenyl]-3-carboxylate

HRID 2174549ノート

反応式

HRID 2174549 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([C:9]2[CH:14]=[CH:13][C:12]([N:15]([CH3:17])[CH3:16])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([O:20][CH3:21])=[O:19].[C:22](OC(=O)C)(=[O:24])[CH3:23]>>[C:22]([NH:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([C:9]2[CH:10]=[CH:11][C:12]([N:15]([CH3:16])[CH3:17])=[CH:13][CH:14]=2)=[CH:4][C:3]=1[C:18]([O:20][CH3:21])=[O:19])(=[O:24])[CH3:23]

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 68352236HCID 68352236、化合物2 回

生成物 1

HCID 68352041Methyl 4-acetamido-6-chloro-4'-(dimethylamino)-[1,1'-biphenyl]-3-carboxylate収率 90.1%

実験手順

Methyl 4-amino-6-chloro-4′-(dimethylamino)-[1,1′-biphenyl]-3-carboxylate (Intermediate 47) (2 g, 6.56 mmol) was dissolved in acetic anhydride (Aldrich, 6.75 mL, 92 mmol) and the reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into ice water and the resulting precipitate was isolated by filtration and dried. The solid was triturated with methanol, filtered and dried to give the title compound methyl 4-acetamido-6-chloro-4′-(dimethylamino)-[1,1′-biphenyl]-3-carboxylate (2.05 g, 5.91 mmol, 90% yield) as beige solid. LCMS: (M+H)+=347; Rt=3.76 min.

後処理

  1. customthe resulting precipitate was isolated by filtration
  2. customdried
  3. customThe solid was triturated with methanol
  4. filtrationfiltered
  5. customdried

出典と根拠

ORDレコード
ord-a8769168855341208f84bfa60d07191f
出典データセット
uspto-grants-2015_06
特許番号
US09061998B2

反応ノート

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