Acetic Acid → tert-Butyl (S)-1-(5-(3-(methylamino)-4-aminophenyl)-1,3,4-thiadiazol-2-yl-boc-amino)-3-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate

HRID 2075313노트

반응식

HRID 2075313 반응식
[CH3:1][NH:2][C:3]1[CH:4]=[C:5]([C:12]2[S:16][C:15]([N:17]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[CH2:18][C@@H:19]([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)=[N:14][N:13]=2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-])=O.O.C(O)(=O)C>CO.[Pd]>[CH3:1][NH:2][C:3]1[CH:4]=[C:5]([C:12]2[S:16][C:15]([N:17]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[CH2:18][C@@H:19]([NH:31][C:32](=[O:38])[O:33][C:34]([CH3:37])([CH3:36])[CH3:35])[CH2:20][C:21]3[CH:22]=[CH:23][C:24]([C:27]([F:28])([F:29])[F:30])=[CH:25][CH:26]=3)=[N:14][N:13]=2)[CH:6]=[CH:7][C:8]=1[NH2:9]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 962WaterHCID 57991929tert-Butyl (S)-1-(5-(3-(methylamino)-4-nitrophenyl)-1,3,4-thiadiazol-2-yl-boc-amino)-3-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate

생성물 1

HCID 57991892tert-Butyl (S)-1-(5-(3-(methylamino)-4-aminophenyl)-1,3,4-thiadiazol-2-yl-boc-amino)-3-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

The above mentioned tert-butyl (S)-1-(5-(3-(methylamino)-4-nitrophenyl)-1,3,4-thiadiazol-2-yl-boc-amino)-3-(4-(trifluoromethyl)phenyl)propan-2-ylcarbamate (1.13 g, 2 mmol) was dissolved in 200 mL MeOH in a 500 mL round bottle flask. To this flask, was added 10% Pd/C 100 mg pre-wet with water and 2 mL acetic acid. The mixture was stirred under an atmosphere of hydrogen under balloon pressure for 1 hour. After filtration through a pad of celite, the solution was evaporated to dryness. The residue was re-dissolved in 200 mL of EtOAc. The solution was washed with saturated sodium bicarbonate three times and dried over sodium sulfate. The product was obtained after removing the solvent. It was used directly in the next step.

후처리

  1. filtrationAfter filtration through a pad of celite
  2. customthe solution was evaporated to dryness
  3. dissolutionThe residue was re-dissolved in 200 mL of EtOAc
  4. washThe solution was washed with saturated sodium bicarbonate three times
  5. dry with materialdried over sodium sulfate
  6. customThe product was obtained
  7. customafter removing the solvent

출처 및 근거

ORD 기록
ord-9446b5df38fe47c2b72afdb0ac488701
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919504B2

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