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

HRID 38108ノート

反応式

HRID 38108 の反応式
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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
120 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-b5b48a6b34d74338837d59a9249ec437
出典データセット
uspto-grants-2013_09
特許番号
US08524707B2

反応ノート

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