Pyridine → 1-(2-(2-(2-(4-(1-Acetamidoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

HRID 592495노트

반응식

HRID 592495 반응식
[NH2:1][CH:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]3([C:28]([NH2:30])=[O:29])[CH2:27][CH2:26]3)[C:14]([C:31]([F:34])([F:33])[F:32])=[CH:13][N:12]=2)=[CH:6][CH:5]=1)[CH3:3].N1C=CC=CC=1.[C:41](OC(=O)C)(=[O:43])[CH3:42]>C(Cl)Cl>[C:41]([NH:1][CH:2]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]3([C:28]([NH2:30])=[O:29])[CH2:26][CH2:27]3)[C:14]([C:31]([F:33])([F:34])[F:32])=[CH:13][N:12]=2)=[CH:8][CH:9]=1)[CH3:3])(=[O:43])[CH3:42]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 867123501-(2-(2-(2-(4-(1-Aminoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

생성물 1

HCID 732956311-(2-(2-(2-(4-(1-Acetamidoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide수율 98%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-(2-(2-(2-(4-(1-aminoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide 70A (0.015 g, 0.032 mmol) in DCM (1 mL) was added pyridine (0.0040 mL, 0.050 mmol) and acetic anhydride (0.0050 mL, 0.053 mmol) and the reaction mixture was stirred at ambient temperature overnight. The mixture was partitioned between water and EtOAc, the layers were separated and the water layer was extracted with EtOAc (2 times). The combined organic extracts were washed with brine, dried (Na2SO4) and evaporated in vacuo to give the title compound 71 as a light brown solid (0.016 g, 98%). LCMS-C: rt 5.24 min; m/z 512 [M+H]+.

후처리

  1. customThe mixture was partitioned between water and EtOAc
  2. customthe layers were separated
  3. extractionthe water layer was extracted with EtOAc (2 times)
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-858603526b5b4471960ee44b3823f8cc
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238644B2

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