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N,N-Dimethylaniline → 4-Chloro-6-(pyridin-4-yl)pyrimidin-2-amine

HRID 16415
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HRID 16415 반응식
[NH2:1][C:2]1[N:7]=[C:6](O)[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[N:3]=1.P(Cl)(Cl)([Cl:17])=O.CN(C)C1C=CC=CC=1>>[Cl:17][C:6]1[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[N:3]=[C:2]([NH2:1])[N:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 178508969HCID 178508969, 화합물

생성물 1

HCID 223242864-Chloro-6-(pyridin-4-yl)pyrimidin-2-amine

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온도
100 °C

실험 절차

32 g (170.04 mmol) of the compound (from example XXVIII) are dissolved in 87.1 ml (0.93 mmol) of phosphoryl chloride. 2.80 ml (22.11 mmol) of N,N-dimethylaniline are slowly added dropwise, and the mixture is stirred at 100° C. for one hour. The reaction solution is then stirred at room temperature for another two hours. The phosphoryl chloride is removed under reduced pressure using a rotary evaporator. Water/dichloromethane 9:1 is added to the residue, which is then boiled for 5 minutes. The mixture is then neutralized using saturated sodium bicarbonate solution and the product is filtered off with suction and dried under high vacuum.

후처리

  1. stirringThe reaction solution is then stirred at room temperature for another two hours
  2. customThe phosphoryl chloride is removed under reduced pressure
  3. customa rotary evaporator
  4. additionWater/dichloromethane 9:1 is added to the residue, which
  5. waitis then boiled for 5 minutes
  6. filtrationthe product is filtered off with suction
  7. customdried under high vacuum

출처 및 근거

ORD 기록
ord-ed8e5fe2b94d43c7a773afc10623e42a
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07737153B2

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