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

HRID 1443842ノート

反応式

HRID 1443842 の反応式
[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]

参加物

7

反応物 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、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e568327d701745d7a22deed94269cc8a
出典データセット
uspto-grants-2010_02
特許番号
US07662826B2

反応ノート

読み込み中…