Trifluoroacetic acid → N-[4-((1S,4S)-4-Amino-1,2,3,4-tetrahydro-naphthalen-1-yloxy)-pyridin-2-yl]-2-methoxy-acetamide

HRID 2284937노트

반응식

HRID 2284937 반응식
C(OC(=O)[NH:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@@H:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([NH:25][C:26](=[O:30])[CH2:27][O:28][CH3:29])[CH:20]=2)[CH2:10][CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH3:7].[NH2:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@@H:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([NH:25][C:26](=[O:30])[CH2:27][O:28][CH3:29])[CH:20]=2)[CH2:10][CH2:9]1

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 86686965{(1S,4S)-4-[2-(2-Methoxy-acetylamino)-pyridin-4-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-carbamic acid tert-butyl ester

생성물 2

HCID 222AmmoniaHCID 86686966N-[4-((1S,4S)-4-Amino-1,2,3,4-tetrahydro-naphthalen-1-yloxy)-pyridin-2-yl]-2-methoxy-acetamide수율 198.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of Intermediate 10c (272 mg, 0.64 mmol) in DCM (6 mL) was added TFA (2 mL), and the mixture stirred at RT for 30 min. The mixture was concentrated in vacuo. The residue was purified on an Isolute SCX-2 cartridge, eluting with MeOH then 0.4-1M NH3 in MeOH, to give the title compound as a colourless gum (208 mg, 100%). LCMS (Method 3): Rt 0.44 min, m/z 350.2 [MNa+].

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe residue was purified on an Isolute SCX-2 cartridge
  3. washeluting with MeOH

출처 및 근거

ORD 기록
ord-84f5f8f530f04a2291efab434403bf35
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09145413B2

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