Trifluoroacetic acid → 3-Amino-4-benzyloxy-1-(2-fluorophenyl)pyrazole

HRID 968676노트

반응식

HRID 968676 반응식
C(O)(C(F)(F)F)=O.[CH2:8]([O:15][C:16]1[C:17]([NH:28]C(OC(C)(C)C)=O)=[N:18][N:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[F:27])[CH:20]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH-].[Na+]>C(Cl)(Cl)Cl.CCOC(C)=O>[NH2:28][C:17]1[C:16]([O:15][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:20][N:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[F:27])[N:18]=1

참가 물질

6

반응물 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 691586054-Benzyloxy-3-(tert-butoxycarbonyl)amino-1-(2-fluorophenyl)pyrazole

생성물 1

HCID 691586673-Amino-4-benzyloxy-1-(2-fluorophenyl)pyrazole수율 77.3%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 8857Ethyl Acetate용매

실험 절차

TFA (2 mL) was added to a solution of 4-benzyloxy-3-(tert-butoxycarbonyl)amino-1-(2-fluorophenyl)pyrazole (1.30 g) in CHCl3 (5 mL) at room temperature and the mixture was stirred for 1.5 hours at room temperature. After being neutralized with 5N NaOH, the mixture was diluted with EtOAc and washed with H2O, sat. NaHCO3 and brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The semicrystalline residue was triturated with hexane overnight and filtered to yield 742.6 mg of the title compound.

후처리

  1. washwashed with H2O, sat. NaHCO3 and brine
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe semicrystalline residue was triturated with hexane overnight
  5. filtrationfiltered

출처 및 근거

ORD 기록
ord-34e7bbb2286c47f9ae7499e3f4c32fac
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304072B2

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