Methylamine → (3-Benzenesulphonyl 5-methyl-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidin-7-yl)-methyl-amine

HRID 636383ノート

反応式

HRID 636383 の反応式
[CH3:1][NH2:2].[C:3]1([S:9]([C:12]2[C:13]([S:23][CH3:24])=[N:14][N:15]3[C:20](Cl)=[CH:19][C:18]([CH3:22])=[N:17][C:16]=23)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CCO.CN(C=O)C>[C:3]1([S:9]([C:12]2[C:13]([S:23][CH3:24])=[N:14][N:15]3[C:20]([NH:2][CH3:1])=[CH:19][C:18]([CH3:22])=[N:17][C:16]=23)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 2

HCID 6329MethylamineHCID 109810973-Benzenesulphonyl-7-chloro-5-methyl-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine

生成物 1

HCID 9928283(3-Benzenesulphonyl 5-methyl-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidin-7-yl)-methyl-amine収率 60%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

10 ml of a 33% solution of methylamine in EtOH was added to a solution of 0.3 g (0.85 mmol) of 3-benzenesulphonyl-7-chloro-5-methyl-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidine in 5 ml of DMF and stirred at RT for 2 hrs. The reaction solution was evaporated in a high vacuum and 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/AcOEt 15:1) and crystallization from EtOH yielded 0.18 g (60%) of (3-benzenesulphonyl 5-methyl-2-methylsulphanyl-pyrazolo[1,5-a]pyrimidin-7-yl)-methyl-amine as colorless crystals, m.p. >230°.

後処理

  1. customThe reaction solution was evaporated 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/AcOEt 15:1) and crystallization from EtOH

出典と根拠

ORDレコード
ord-a2c451f8b2454a74b711e2734ae6780f
出典データセット
uspto-grants-2001_02
特許番号
US06194410B1

反応ノート

読み込み中…