Trifluoroacetic acid → (S)-2-Amino-3-[4-([2,6]naphthyridin-1-ylamino)phenyl] propionic acid methyl ester

HRID 852252노트

반응식

HRID 852252 반응식
[CH3:1][O:2][C:3](=[O:31])[C@@H:4]([NH:23]C(OC(C)(C)C)=O)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][N:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15][N:14]=2)=[CH:8][CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3](=[O:31])[C@@H:4]([NH2:23])[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][N:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15][N:14]=2)=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 69376816HCID 69376816, 화합물

생성물 1

HCID 69376840(S)-2-Amino-3-[4-([2,6]naphthyridin-1-ylamino)phenyl] propionic acid methyl ester수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (S)-2-tert-butoxycarbonylamino-3-[4-([2,6]naphthyridin-1-ylamino)phenyl] propionic acid methyl ester (405 mg, 0.96 mmol) in dichloromethane (11.5 ml) was, treated with trifluoroacetic acid (11.5 ml) and stirred at room temperature for 2 h. The volatiles were removed in vacuo and the residue was partitioned between EtOAc (80 ml) and saturated aqueous NaHCO3 (30 ml). The phases were separated and the aqueous layer re-extracted with EtOAc (3×30 ml). The combined organic extracts were dried (MgSO4) and evaporated in vacuo to afford the title compound (308 mg, 100%) as a dark viscous oil.

후처리

  1. customThe volatiles were removed in vacuo
  2. customthe residue was partitioned between EtOAc (80 ml) and saturated aqueous NaHCO3 (30 ml)
  3. customThe phases were separated
  4. extractionthe aqueous layer re-extracted with EtOAc (3×30 ml)
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-b9f90fb5bdf24ecbb691789d0b27da4a
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253171B2

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