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4-(4-Methylpiperazin-1-yl)aniline → 4-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine

HRID 1375393
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HRID 1375393 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[C:5]([N+:14]([O-:16])=[O:15])=[CH:4][N:3]=1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]2)=[CH:20][CH:19]=1>C1COCC1.CC(O)C>[CH:9]1([NH:8][C:6]2[C:5]([N+:14]([O-:16])=[O:15])=[CH:4][N:3]=[C:2]([NH:17][C:18]3[CH:19]=[CH:20][C:21]([N:24]4[CH2:25][CH2:26][N:27]([CH3:30])[CH2:28][CH2:29]4)=[CH:22][CH:23]=3)[N:7]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1
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참가 물질

5

반응물 2

HCID 7372534-(4-Methylpiperazin-1-yl)anilineHCID 71472532-chloro-N-cyclopentyl-5-nitropyrimidin-4-amine

생성물 1

HCID 587867844-(Cyclopentylamino)-2-[[4-(4-methylpiperazin-1-yl)phenyl]amino]-5-nitropyrimidine수율 77%

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 0.97 g (4 mmol) of 2-chloro-4-(cyclopentylamino)-5-nitropyrimidine in 50 mL THF at −78° C. is added a solution of 0.91 g (4.8 mmol) of 1-(4-aminophenyl)-4-methylpiperazine in 50 mL of 2-propanol, and the resulting mixture is allowed to warm slowly to room temperature. After acidification with acetic acid, the solvents were removed under vacuum, and the residue is dissolved in water. After being washed with EtOAc, the aqueous solution is basified with aqueous ammonia, and the product is extracted into EtOAc and dried, to give 1.15 g (77%) of the title compound: mp (MeOH) 204–206° C.

후처리

  1. customAfter acidification with acetic acid, the solvents were removed under vacuum
  2. dissolutionthe residue is dissolved in water
  3. washAfter being washed with EtOAc
  4. extractionthe product is extracted into EtOAc
  5. customdried

출처 및 근거

ORD 기록
ord-1a83a9c6d0e1447fabb72b57a6b592a9
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07169778B2

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