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Potassium Cyanide → 2-(4-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-methoxyphenyl)acetonitrile

HRID 1617157
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HRID 1617157 반응식
[C-:1]#[N:2].[K+].Cl[CH2:5][C:6]1[CH:26]=[CH:25][C:9]([CH2:10][C:11]2[C:12]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[N:13][C:14]([NH2:18])=[N:15][C:16]=2[CH3:17])=[C:8]([O:27][CH3:28])[CH:7]=1>CS(C)=O.CN(C=O)C.C([O-])(O)=O.[Na+]>[NH2:18][C:14]1[N:15]=[C:16]([CH3:17])[C:11]([CH2:10][C:9]2[CH:25]=[CH:26][C:6]([CH2:5][C:1]#[N:2])=[CH:7][C:8]=2[O:27][CH3:28])=[C:12]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[N:13]=1
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참가 물질

6

반응물 2

HCID 9032Potassium CyanideHCID 689586835-(4-(Chloromethyl)-2-methoxybenzyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine

생성물 1

HCID 689540842-(4-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-methoxyphenyl)acetonitrile수율 62.2%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 6228Dimethylformamide용매
HCID 516892
Sodium Bicarbonate
용매

실험 절차

Potassium cyanide (0.53 g) was added to a solution of the product from step (vi) (0.99 g) in DMSO (10 mL) and DMF (10 mL) under nitrogen. The resulting mixture was stirred at rt for 20 h and diluted with saturated aqueous NaHCO3 (50 mL). The mixture was extracted with EtOAc and the combined organic phase was washed with water and brine, dried, filtered and evaporated. The crude product was purified by chromatography, eluting with 5% MeOH in DCM to afford the subtitle compound as an orange solid 0.6 g.

후처리

  1. extractionThe mixture was extracted with EtOAc
  2. washthe combined organic phase was washed with water and brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude product was purified by chromatography
  7. washeluting with 5% MeOH in DCM

출처 및 근거

ORD 기록
ord-8c348907cb8a41f2a9e0d118ab6d9952
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765939B2

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