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

HRID 592495ノート

反応式

HRID 592495 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-858603526b5b4471960ee44b3823f8cc
出典データセット
uspto-grants-2016_01
特許番号
US09238644B2

反応ノート

読み込み中…