2,3-Dihydrofuran → Methyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(tetrahydro-2-furyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylate

HRID 395405

反応式

HRID 395405 の反応式
[F:1][CH:2]([F:22])[C:3]1[C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]([SH:17])=[C:5]([C:18]([F:21])([F:20])[F:19])[N:4]=1.[O:23]1[CH:27]=[CH:26][CH2:25][CH2:24]1>CCOCC.C1(C)C(S(O)(=O)=O)=CC=CC=1>[F:22][CH:2]([F:1])[C:3]1[C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[C:6]([S:17][CH:24]2[CH2:25][CH2:26][CH2:27][O:23]2)=[C:5]([C:18]([F:21])([F:20])[F:19])[N:4]=1

参加物

5

反応物 2

HCID 709342,3-DihydrofuranHCID 9974711Methyl 2-(difluoromethyl)-4-isobutyl-5-mercapto-6-(trifluoromethyl)-3-pyridinecarboxylate

生成物 1

HCID 22668859Methyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(tetrahydro-2-furyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylate収率 68%

試薬・触媒・溶媒 2

HCID 69252-Methylbenzenesulfonic acid触媒HCID 3283Diethyl Ether溶媒

実験手順

A mixture of 7.07 g (0.021 mol) of compound 7, 2.92 g (0.042 mol) of dihydrofuran, and catalytic toluenesulfonic acid (9 mg) in 80 ml of ether was stirred overnight. The reaction mixture was concentrated in vacuo, and the residue was purified by HPLC (20% EtOAc in hexane) to give 5.82 g (68%) of the desired product as a yellow oil, n25D 1.5803.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by HPLC (20% EtOAc in hexane)

出典と根拠

ORDレコード
ord-a9da341029bb48f9be78671f29ee9d6a
出典データセット
uspto-grants-2003_08
特許番号
US06605624B1

関連ノート

読み込み中…