2-Cyclohexylbenzenamine → N-2-cyclohexylphenyl-3-(3-chlorophenyl)-pyrazolo-[1,5-a]-pyrimidine-5-amide

HRID 1443842노트

반응식

HRID 1443842 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[N:10][N:11]3[CH:16]=[CH:15][C:14]([C:17]([OH:19])=O)=[N:13][C:12]=23)[CH:5]=[CH:6][CH:7]=1.C1([C:26]2[CH:32]=[CH:31][CH:30]=[CH:29][C:27]=2[NH2:28])CCCCC1.N1[C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=2N=N1.Cl.C(N=C=NCCCN(C)C)C>O.CN(C)C=O>[CH2:26]1[CH2:32][CH2:31][CH2:30][CH2:29][CH:27]1[NH:28][C:17]([C:14]1[CH:15]=[CH:16][N:11]2[N:10]=[C:9]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=3)=[C:12]2[N:13]=1)=[O:19]

참가 물질

7

반응물 4

HCID 4078992-CyclohexylbenzenamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 586287193-(3-Chlorophenyl)-pyrazolo-[1,5-a]-pyrimidine-5-carboxylic acidHCID 178418385HCID 178418385, 화합물

생성물 1

HCID 68691514N-2-cyclohexylphenyl-3-(3-chlorophenyl)-pyrazolo-[1,5-a]-pyrimidine-5-amide수율 64%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 3-(3-chlorophenyl)-pyrazolo-[1,5-a]-pyrimidine-5-carboxylic acid (0.08 g), 2-cyclohexylaniline (0.06 g), and 2 ml of N,N-dimethylformamide, 1-hyhdroxy benzotriazol (0.05 g) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.07 g) were added, and stirred at room temperature over 2 hours. The reactant was poured into 20 ml of water, and extracted with 80 ml of ethyl acetate. The extract was washed saturated saline solution, dried with magnesium sulfate, and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate:toluene=1:1), and recrystallized with ethyl acetate to yield N-2-cyclohexylphenyl-3-(3-chlorophenyl)-pyrazolo-[1,5-a]-pyrimidine-5-amide (0.08 g, 64%) as a yellow needle crystal. mp: 160.2-161.4° C.

후처리

  1. additionwere added
  2. extractionextracted with 80 ml of ethyl acetate
  3. washThe extract was washed saturated saline solution
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:toluene=1:1)
  7. customrecrystallized with ethyl acetate

출처 및 근거

ORD 기록
ord-e568327d701745d7a22deed94269cc8a
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662826B2

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