(2S)-2-aminopentan-1-ol → (S)-2-(4-((2-Amino-4-(1-hydroxypentan-2-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-methoxyphenyl)acetonitrile

HRID 1617174

반응식

HRID 1617174 반응식
[NH2:1][C@@H:2]([CH2:5][CH2:6][CH3:7])[CH2:3][OH:4].[NH2:8][C:9]1[N:14]=[C:13](Cl)[C:12]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][C:24]#[N:25])=[CH:19][C:18]=2[O:26][CH3:27])=[C:11]([CH3:28])[N:10]=1>CN1C(=O)CCC1.CCOC(C)=O>[NH2:8][C:9]1[N:14]=[C:13]([NH:1][C@@H:2]([CH2:5][CH2:6][CH3:7])[CH2:3][OH:4])[C:12]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][C:24]#[N:25])=[CH:19][C:18]=2[O:26][CH3:27])=[C:11]([CH3:28])[N:10]=1

참가 물질

5

반응물 2

HCID 6951248(2S)-2-aminopentan-1-olHCID 866334022-(4-((2-Amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-methoxyphenyl)acetonitrile

생성물 1

HCID 68955240(S)-2-(4-((2-Amino-4-(1-hydroxypentan-2-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-methoxyphenyl)acetonitrile

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
140 °C

실험 절차

(S)-2-Aminopentan-1-ol (0.136 g) was added to a solution of the product from step (iii) in NMP (2 mL). The resulting mixture was stirred at 140° C. for 50 h then diluted with EtOAc and washed with saturated NaHCO3 solution and saturated brine. The organic phase was dried, filtered and evaporated. The crude product was purified by column chromatography, elution gradient 5 to 10% MeOH in DCM to give the subtitle compound, 0.095 g.

후처리

  1. washwashed with saturated NaHCO3 solution and saturated brine
  2. customThe organic phase was dried
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude product was purified by column chromatography, elution gradient 5 to 10% MeOH in DCM

출처 및 근거

ORD 기록
ord-6913b3a48b284ac8ad14246b53620be3
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765939B2

연결된 노트

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