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

HRID 2387819노트

반응식

HRID 2387819 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]([F:27])[CH:7]=1>CS(C)=O.CN(C=O)C.CCOC(C)=O>[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[F:27])=[C:12]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[N:13]=1

참가 물질

6

반응물 2

HCID 9032Potassium CyanideHCID 689525035-(4-(Chloromethyl)-2-fluorobenzyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine

생성물 1

HCID 684148972-(4-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-fluorophenyl)acetonitrile수율 64.1%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Potassium cyanide (0.473 g) was added to a stirred solution of the product from step (vi) (0.85 g) in DMSO (10 mL) and DMF (10 mL). The mixture was stirred at rt for 15 h, diluted with EtOAc, washed with saturated NaHCO3 solution, saturated brine dried, filtered and evaporated. The crude product was purified by chromatography eluting with 0 to 5% MeOH in DCM to afford the subtitle compound as a yellow solid 0.530 g.

후처리

  1. washwashed with saturated NaHCO3 solution, saturated brine
  2. customdried
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude product was purified by chromatography
  6. washeluting with 0 to 5% MeOH in DCM

출처 및 근거

ORD 기록
ord-e9256073d2e24bd4bbeee9856ec2140d
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268990B2

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