Trifluoromethanesulfonic acid → 2,4-Difluoro-3-(7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)phenylamine

HRID 38108노트

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HRID 38108 반응식
C([N:8](CC1C=CC=CC=1)[C:9]1[CH:14]=[CH:13][C:12]([F:15])=[C:11]([C:16]2[C:23]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)=[C:19]3[S:20][CH2:21][CH2:22][N:18]3[N:17]=2)[C:10]=1[F:30])C1C=CC=CC=1.FC(F)(F)S(O)(=O)=O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:30][C:10]1[C:11]([C:16]2[C:23]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)=[C:19]3[S:20][CH2:21][CH2:22][N:18]3[N:17]=2)=[C:12]([F:15])[CH:13]=[CH:14][C:9]=1[NH2:8]

참가 물질

5

반응물 2

HCID 62406Trifluoromethanesulfonic acidHCID 58477092Dibenzyl-[2,4-difluoro-3-(7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)-phenyl]-amine

생성물 1

HCID 584771122,4-Difluoro-3-(7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)phenylamine

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

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온도
120 °C

실험 절차

To dibenzyl-[2,4-difluoro-3-(7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazol-6-yl)-phenyl]-amine (180 mg, 0.34 mmol) in toluene (2 mL) was added trifluoro-methanesulfonic acid (3.5 mL) in a sealable vial under nitrogen atmosphere. The mixture was stirred under microwave irradiation at 120° C. for ten minutes. The crude was diluted with ethyl acetate and washed with NaHCO3 saturated solution twice. The organic layer was dried over anhydrous sodium sulfate, filtered and the solvent was removed under reduced pressure. The product was isolated by column chromatography eluting with ethyl acetate: hexane (1: 1) (115 mg).

후처리

  1. washwashed with NaHCO3 saturated solution twice
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure
  5. customThe product was isolated by column chromatography
  6. washeluting with ethyl acetate: hexane (1: 1) (115 mg)

출처 및 근거

ORD 기록
ord-b5b48a6b34d74338837d59a9249ec437
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524707B2

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