Trifluoroacetic acid → HCID 68755585, 화합물

HRID 1519745노트

반응식

HRID 1519745 반응식
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[CH:5][C:6]([CH2:13][C:14]([O:16]C(C)(C)C)=[O:15])=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[CH:8]2.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:21][C:2]([F:1])([F:22])[C:3]1[CH:4]=[CH:5][C:6]([CH2:13][C:14]([OH:16])=[O:15])=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[CH:8]2

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 687591091,1-Dimethylethyl 8-(trifluoromethyl)-5-quinolineacetate

생성물 1

HCID 68755585HCID 68755585, 화합물수율 55.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 2-(8-(trifluoromethyl)quinolin-5-yl)acetate (400 mg, 1.28 mmol) in DCM (5 mL) was added TFA (10 mL) dropwise. The reaction was stirred at room temperature overnight. After the reaction was complete, the solvent was removed and the residue was purified (silica gel chromatography) to give the final product 2-(8-(trifluoromethyl)quinolin-5-yl)acetic acid (180 mg, 54%). LC-MS (0.05% TFA): [M+1]+ 256.1. 1H-NMR (DMSO-d6, 400 MHz): δ 12.70 (s, 1H), 9.07(m, 1H), 8.56 (m, 1H), 8.15 (d, 1H), 7.74(m,1H), 7.68 (m,1H), 4.23(s, 2H). 13C-NMR (DMSO-d6, 100MHz): 67 171.9, 151.0, 144.0, 138.3, 133.5, 127.87, 127.83, 127.78, 125.3, 123.1, 122.2, 37.7.

후처리

  1. customthe solvent was removed
  2. customthe residue was purified (silica gel chromatography)

출처 및 근거

ORD 기록
ord-0885c9adea1942809ef3086bd5d37601
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073891B2

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