Trifluoroacetic acid → HCID 68755585, 화합물

HRID 2097957노트

반응식

HRID 2097957 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, 100 MHz): δ 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-097b91c2f07e446687ca58639290c240
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450363B2

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