Sulfuric Acid → (S)-Methyl 2-(4-((2-amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)acetate

HRID 2387838노트

반응식

HRID 2387838 반응식
S(=O)(=O)(O)O.[NH2:6][C:7]1[N:12]=[C:11]([NH:13][C@@H:14]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:15][CH2:16][OH:17])[C:10]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([CH2:29][C:30]([OH:32])=[O:31])=[CH:25][C:24]=2[F:33])=[C:9]([CH3:34])[N:8]=1.[C:35]([O-])(O)=O.[Na+]>CO.O>[NH2:6][C:7]1[N:12]=[C:11]([NH:13][C@@H:14]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:15][CH2:16][OH:17])[C:10]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([CH2:29][C:30]([O:32][CH3:35])=[O:31])=[CH:25][C:24]=2[F:33])=[C:9]([CH3:34])[N:8]=1

참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 68956559(S)-2-(4-((2-Amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)acetic acid

생성물 1

HCID 42613160(S)-Methyl 2-(4-((2-amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)acetate

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

Concentrated sulfuric acid (0.3 mL) was added to a stirred solution of the product from step (v) (0.08 g) in MeOH (1 mL) and the mixture was heated to 70° C. for 2 h. The mixture was allowed to cool, diluted with water (2 mL) and neutralised with NaHCO3. The aqueous was extracted with EtOAc and the combined organic phase was dried and evaporated. The crude product was purified by RPHPLC to give the title compound, 0.005 g.

후처리

  1. temperatureto cool
  2. extractionThe aqueous was extracted with EtOAc
  3. customthe combined organic phase was dried
  4. customevaporated
  5. customThe crude product was purified by RPHPLC

출처 및 근거

ORD 기록
ord-96ffeb8e5799404795c971f87fcedab6
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268990B2

반응 노트

불러오는 중…