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Pyridine → 2-Isopropylamino-6-methyl-pyrimidine-4-carbonitrile

HRID 2069422
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HRID 2069422 반응식
[CH:1]([NH:4][C:5]1[N:10]=[C:9]([C:11]([NH2:13])=O)[CH:8]=[C:7]([CH3:14])[N:6]=1)([CH3:3])[CH3:2].N1C=CC=CC=1>C(Cl)Cl>[CH:1]([NH:4][C:5]1[N:10]=[C:9]([C:11]#[N:13])[CH:8]=[C:7]([CH3:14])[N:6]=1)([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1049PyridineHCID 685093012-Isopropylamino-6-methyl-pyrimidine-4-carboxylic acid amide

생성물 1

HCID 685082172-Isopropylamino-6-methyl-pyrimidine-4-carbonitrile수율 249.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a suspension of 2-isopropylamino-6-methyl-pyrimidine-4-carboxylic acid amide (1.24 g, 6.4 mmol) in DCM (20 mL), pyridine (2.53 mL, 25.6 mmol) is added followed by TFFA (2.7 mL, 19.2 mmol). The reaction mixture is stirred for 4 h, and then is quenched with water. The mixture is extracted with DCM. The org. phase is washed with sat. aq. NaHCO3 and dried over MgSO4, filtered and evaporated. Purification by CC on silica gel (eluting with Heptane/EtOAc 4:1) affords the 2-isopropylamino-6-methyl-pyrimidine-4-carbonitrile as a yellow oil (2.81 g); LC-MS: tR=0.89; [M+H]+=177.04.

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후처리

  1. additionis added
  2. customis quenched with water
  3. extractionThe mixture is extracted with DCM
  4. washphase is washed with sat. aq. NaHCO3
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated
  8. customPurification by CC on silica gel (eluting with Heptane/EtOAc 4:1)

출처 및 근거

ORD 기록
ord-13eae6f1fb91407c9a1179df01e6dc6b
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08299086B2

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