4-Methylmorpholine → HCID 131735115、化合物

HRID 929301ノート

反応式

HRID 929301 の反応式
[Cl:1][C:2]1[C:6]([NH:7][CH3:8])=[CH:5][N:4]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[N:3]=1.[C:15]([O:19][C:20]([NH:22][C@@H:23]1[CH2:27][CH2:26][C@H:25]([C:28]([OH:30])=O)[CH2:24]1)=[O:21])([CH3:18])([CH3:17])[CH3:16].CN1CCOCC1>CN(C=O)C.CCOC(C)=O.O>[C:15]([O:19][C:20](=[O:21])[NH:22][C@@H:23]1[CH2:24][C@H:25]([C:28](=[O:30])[N:7]([C:6]2[C:2]([Cl:1])=[N:3][N:4]([C:9]3[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=3)[CH:5]=2)[CH3:8])[CH2:26][CH2:27]1)([CH3:16])([CH3:17])[CH3:18]

参加物

7

反応物 3

HCID 79724-MethylmorpholineHCID 1512529(1S,3R)-3-(((tert-butoxy)carbonyl)amino)cyclopentane-1-carboxylic acidHCID 67499849HCID 67499849、化合物

生成物 1

HCID 131735115HCID 131735115、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3-chloro-N-methyl-1-(pyridin-3-yl)-1H-pyrazol-4-amine (0.109 g, 0.523 mmol) and (1S,3R)-3-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid (0.120 g, 0.523 mmol) in DMF (2.09 mL) was added 0-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyl uronium hexafluorophosphate (HATU, 0.219 g, 0.576 mmol) to give a brown solution. To this solution was added 4-methylmorpholine (0.115 mL, 1.05 mmol). The reaction was stirred at room temperature overnight. The material was diluted with EtOAc and water. The organic layer was dried with MgSO4, filtered and concentrated to give orange oil, which was purified by silica gel chromatography eluting with EtOAc/hexanes provided the title compound F45 as an orange oil (0.100 g, 39%).

後処理

  1. customto give a brown solution
  2. dry with materialThe organic layer was dried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto give orange oil, which
  6. customwas purified by silica gel chromatography
  7. washeluting with EtOAc/hexanes

出典と根拠

ORDレコード
ord-374a207c7edc495c989cf77efc01d874
出典データセット
uspto-grants-2016_03
特許番号
US09295260B2

反応ノート

読み込み中…