1-Methylpiperazine → 3-Benzenesulphonyl-5-methyl-7-(4-methyl-piperazine-1-yl)-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine

HRID 636382ノート

反応式

HRID 636382 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]1([S:14]([C:17]2[C:18]([S:28][CH3:29])=[N:19][N:20]3[C:25](Cl)=[CH:24][C:23]([CH3:27])=[N:22][C:21]=23)(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CN(C=O)C>[C:8]1([S:14]([C:17]2[C:18]([S:28][CH3:29])=[N:19][N:20]3[C:25]([N:5]4[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]4)=[CH:24][C:23]([CH3:27])=[N:22][C:21]=23)(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

4

反応物 2

HCID 531671-MethylpiperazineHCID 109810973-Benzenesulphonyl-7-chloro-5-methyl-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine

生成物 1

HCID 98020873-Benzenesulphonyl-5-methyl-7-(4-methyl-piperazine-1-yl)-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine収率 75.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

0.15 g (1.5 mmol) of 1-methyl-piperazine in 10 ml of DMF was added to a solution of 0.45 g (1.275 mmol) of 3-benzenesulphonyl-7-chloro-5-methyl-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine in 10 ml in DMF and stirred at 60° for 2 hrs. The reaction solution was cooled to RT and evaporated in a high vacuum. The residue was partitioned between 2N NaOH and CH2Cl2. The aqueous phase was extracted three times with CH2Cl2, and the combined organic phases were dried (MgSO4), filtered and evaporated. Subsequent chromatography (SiO2, CH2Cl2/MeOH 15:1) and crystallization from EtOH yielded 0.40 g (75%) of 3-benzenesulphonyl-5-methyl-7-(4-methyl-piperazine-1-yl) -2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine as colorless crystals, m.p. 209-210°.

後処理

  1. customevaporated in a high vacuum
  2. customThe residue was partitioned between 2N NaOH and CH2Cl2
  3. extractionThe aqueous phase was extracted three times with CH2Cl2
  4. dry with materialthe combined organic phases were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customSubsequent chromatography (SiO2, CH2Cl2/MeOH 15:1) and crystallization from EtOH

出典と根拠

ORDレコード
ord-80c8f2b0cd684eb29595c2af0b498fc9
出典データセット
uspto-grants-2001_02
特許番号
US06194410B1

反応ノート

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