5-Decene → 5-(2-Ethoxy-ethyl)-5-[4-(4-[1,3,4]oxadiazol-2-yl-phenoxy)-phenoxy]-pyrimidine-2,4,6-trione

HRID 49146

反応式

[O:1]1[CH:5]=[N:4][N:3]=[C:2]1[C:6]1[CH:19]=[CH:18][C:9]([O:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)=[CH:8][CH:7]=1.Br[C:21]1([CH2:30][CH2:31][O:32][CH2:33][CH3:34])[C:26](=[O:27])[NH:25][C:24](=[O:28])[NH:23][C:22]1=[O:29].CCCCC=CCCCC.C1(F)(C2(F)OC(C(F)(F)F)(C(F)(F)F)OC2(F)F)OC(C(F)(F)F)(C(F)(F)F)OC1(F)F>C(O)(=O)C.CO.C(#N)C>[CH2:33]([O:32][CH2:31][CH2:30][C:21]1([O:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][C:9]3[CH:18]=[CH:19][C:6]([C:2]4[O:1][CH:5]=[N:4][N:3]=4)=[CH:7][CH:8]=3)=[CH:12][CH:13]=2)[C:22](=[O:29])[NH:23][C:24](=[O:28])[NH:25][C:26]1=[O:27])[CH3:34]

参加物

反応条件

温度: 23 °C

実験手順

A mixture of 4-(4-[1,3,4]oxadiazol-2-yl-phenoxy)-phenol (0.90 g, 2.5 mmol), 5-Bromo-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione (1.0 g, 3.6 mmol), 1,5,7-trazabicyclo[4.4.0]dec-5-ene bound to polystyrene crosslinked with 2% DVB (PTBD, Fluka, 2.4 g, 6.1 mmol) and 11.7 mL of acetonitrile was shaken at 23° C. for 24 hours. The mixture was diluted with 30 mL of 25% acetic acid in methanol, filtered, and the solids were washed twice with methanol-acetic acid. The filtrate was concentrated in vacuo and purified by radial chromatography (2:1 to 1:1 hexane-ethyl acetate), affording 600 mg of 5-(2-Ethoxy-ethyl)-5-[4-(4-[1,3,4]oxadiazol-2-yl-phenoxy)-phenoxy]-pyrimidine-2,4,6-trione as a colorless solid.

後処理

filtrationfiltered
washthe solids were washed twice with methanol-acetic acid
concentrationThe filtrate was concentrated in vacuo
custompurified by radial chromatography (2:1 to 1:1 hexane-ethyl acetate)

出典と根拠

ORDレコード: ord-21298f32c3a047b0abafc82119c4f1d0
出典データセット: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06706723B2

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 3

反応条件

実験手順

後処理

出典と根拠

関連ノート