1-Butanol → (S)-2-(4-((2-Amino-4-(2-hydroxybutylamino)-6-methylpyrimidin-5-yl)methyl)phenyl)acetic acid

HRID 1617235

반응식

HRID 1617235 반응식
[OH-:1].[K+].C([CH2:5][C:6]1[CH:32]=[CH:31][C:9]([CH2:10][C:11]2[C:12]([N:23]3[CH2:27][C@H:26]([CH2:28][CH3:29])[O:25]C3=O)=[N:13][C:14](/[N:18]=C/N(C)C)=[N:15][C:16]=2[CH3:17])=[CH:8][CH:7]=1)#N.[CH2:33]([OH:37])CCC>>[NH2:18][C:14]1[N:13]=[C:12]([NH:23][CH2:27][C@@H:26]([OH:25])[CH2:28][CH3:29])[C:11]([CH2:10][C:9]2[CH:8]=[CH:7][C:6]([CH2:5][C:33]([OH:37])=[O:1])=[CH:32][CH:31]=2)=[C:16]([CH3:17])[N:15]=1

참가 물질

4

반응물 3

HCID 2631-ButanolHCID 14797Potassium HydroxideHCID 87445299N'-[5-[[4-(cyanomethyl)phenyl]methyl]-4-[(5S)-5-ethyl-2-oxo-1,3-oxazolidin-3-yl]-6-methylpyrimidin-2-yl]-N,N-dimethylmethanimidamide

생성물 1

HCID 68414496(S)-2-(4-((2-Amino-4-(2-hydroxybutylamino)-6-methylpyrimidin-5-yl)methyl)phenyl)acetic acid

반응 조건

온도
100 °C

실험 절차

Aq. 5M KOH (1 ml) was added to a stirred solution of the product from step (vi) (136 mg) in butan-1-ol (2 mL). The solution was heated at 100° C. for 15 h and the solvent evaporated under reduced pressure. The residue was diluted with MeOH (2 mL) and the pH adjusted to ˜7 using acetic acid. The solution was purified by RPHPLC to give the subtitle compound as a white solid, 55 mg.

후처리

  1. customthe solvent evaporated under reduced pressure
  2. additionThe residue was diluted with MeOH (2 mL)
  3. customThe solution was purified by RPHPLC

출처 및 근거

ORD 기록
ord-106272be15604e57b604f2f3281df270
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765939B2

연결된 노트

불러오는 중…