4-Methylmorpholine → HCID 131735115, 화합물

HRID 929301노트

반응식

HRID 929301 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

HCID 131735115HCID 131735115, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-374a207c7edc495c989cf77efc01d874
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09295260B2

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