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Cyclopropylamine → HCID 90308860, 화합물

HRID 2283671
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HRID 2283671 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([O-:10])=O)=[N:6][CH:7]=1.Cl[C:12]1[N:13]=[C:14]([S:23][CH3:24])[N:15]=[N:16][C:17]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[CH:25]1([NH2:28])[CH2:27][CH2:26]1.C(N(C(C)C)CC)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CS(C)=O.C(OCC)(=O)C>[CH:25]1([NH:28][C:8]([C:5]2[N:6]=[CH:7][C:2]([NH:1][C:12]3[N:13]=[C:14]([S:23][CH3:24])[N:15]=[N:16][C:17]=3[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:3][CH:4]=2)=[O:10])[CH2:27][CH2:26]1
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참가 물질

8

반응물 5

HCID 69828CyclopropylamineHCID 81531DiisopropylethylamineHCID 7023052HCID 7023052, 화합물HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 11557703Ethyl 5-Chloro-3-(Methylthio)-1,2,4-Triazine-6-Carboxylate

생성물 1

HCID 90308860
HCID 90308860, 화합물

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

실험 절차

5-Aminopicolinate (44 mg) was added to a solution of ethyl 5-chloro-3-(methylthio)-1,2,4-triazine-6-carboxylate (70 mg) in dimethylsulfoxide (1.5 ml), and the reaction solution was stirred at room temperature for 10 minutes. Thereafter, cyclopropylamine (0.017 ml), diisopropylethylamine (0.079 ml), and HATU (125 mg) were successively added, and the reaction solution was stirred at room temperature overnight. The reaction solution was diluted with ethyl acetate, and washed successively with an aqueous sodium bicarbonate solution and a saturated saline solution. After drying over anhydrous sodium sulfate, the solvent was evaporated under vacuum. The resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain ethyl 5-(6-(cyclopropylcarbamoyl)pyridin-3-ylamino)-3-(methylthio)-1,2,4-triazine-6-carboxylate.

후처리

  1. stirringthe reaction solution was stirred at room temperature overnight
  2. washwashed successively with an aqueous sodium bicarbonate solution
  3. dry with materialAfter drying over anhydrous sodium sulfate
  4. customthe solvent was evaporated under vacuum
  5. customThe resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-6e95b51751204f429e464b8ac5dc88a8
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09145414B2

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