Trifluoroacetic acid → 5-Chloro-4-(((5-chloro-6-cyclopropylpyridin-3-yl)oxy)methyl)-2-fluorobenzoic acid

HRID 1525676노트

반응식

HRID 1525676 반응식
[Cl:1][C:2]1[C:3]([CH2:16][O:17][C:18]2[CH:19]=[N:20][C:21]([CH:25]3[CH2:27][CH2:26]3)=[C:22]([Cl:24])[CH:23]=2)=[CH:4][C:5]([F:15])=[C:6]([CH:14]=1)[C:7]([O:9]C(C)(C)C)=[O:8].C(O)(C(F)(F)F)=O>ClCCl>[Cl:1][C:2]1[C:3]([CH2:16][O:17][C:18]2[CH:19]=[N:20][C:21]([CH:25]3[CH2:27][CH2:26]3)=[C:22]([Cl:24])[CH:23]=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 acid2회HCID 89633279HCID 89633279, 화합물

생성물 1

HCID 896191735-Chloro-4-(((5-chloro-6-cyclopropylpyridin-3-yl)oxy)methyl)-2-fluorobenzoic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of tert-butyl 5-chloro-4-(((5-chloro-6-cyclopropylpyridin-3-yl)oxy)methyl)-2-fluorobenzoate (Preparation 26, 1.24 g, 3.01 mmol) in dichloromethane (22 mL) was added TFA (10.0 mL, 0.02 mol). The mixture was stirred under nitrogen at room temperature for 18 hours. Additional TFA (2.50 mL, 32.0 mmol) was added and stirring continued for 3 hours. The reaction mixture was evaporated under reduced pressure and the resulting residue dissolved in EtOAc (25 mL) and washed with 2M aqueous solution of HCl (25 mL). The resulting solid was filtered to afford the title compound (1.4 g, crude quant.) which was used with no further purification.

후처리

  1. stirringstirring
  2. waitcontinued for 3 hours
  3. customThe reaction mixture was evaporated under reduced pressure
  4. dissolutionthe resulting residue dissolved in EtOAc (25 mL)
  5. washwashed with 2M aqueous solution of HCl (25 mL)
  6. filtrationThe resulting solid was filtered

출처 및 근거

ORD 기록
ord-e73b0d51730a4acc91d74722f1d80874
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085517B2

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