Trifluoroacetic acid → 5-Chloro-4-(6-cyclopropyl-5-(1,1-difluoroethoxy)pyridin-3-yloxy)-2-fluorobenzoic acid

HRID 2048120노트

반응식

HRID 2048120 반응식
[Cl:1][C:2]1[C:3]([O:16][C:17]2[CH:18]=[N:19][C:20]([CH:28]3[CH2:30][CH2:29]3)=[C:21]([O:23][C:24]([F:27])([F:26])[CH3:25])[CH:22]=2)=[CH:4][C:5]([F:15])=[C:6]([CH:14]=1)[C:7]([O:9]C(C)(C)C)=[O:8].FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[C:3]([O:16][C:17]2[CH:18]=[N:19][C:20]([CH:28]3[CH2:30][CH2:29]3)=[C:21]([O:23][C:24]([F:27])([F:26])[CH3:25])[CH:22]=2)=[CH:4][C:5]([F:15])=[C:6]([CH:14]=1)[C:7]([OH:9])=[O:8]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 58042461HCID 58042461, 화합물

생성물 1

HCID 580424975-Chloro-4-(6-cyclopropyl-5-(1,1-difluoroethoxy)pyridin-3-yloxy)-2-fluorobenzoic acid수율 96%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 5-chloro-4-(6-cyclopropyl-5-(1,1-difluoroethoxy)pyridin-3-yloxy)-2-fluorobenzoate (Preparation 270, 260 mg, 0.59 mmol) in dichloromethane (5 mL) was added trifluoroacetic acid (440 μL, 5.86 mmol). The reaction mixture was stirred over 48 hours at room temperature then concentrated in vacuo and the crude residue azeotroped with methanol (2×25 mL). The crude material was purified by silica gel column chromatography eluting with 50% ethyl acetate in heptane to afford the title compound as a white solid (200 mg, 96%).

후처리

  1. concentrationthen concentrated in vacuo
  2. customthe crude residue azeotroped with methanol (2×25 mL)
  3. customThe crude material was purified by silica gel column chromatography
  4. washeluting with 50% ethyl acetate in heptane

출처 및 근거

ORD 기록
ord-38004ac2ae8842f6a8e06be43ed147ec
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592629B2

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