Dimethylformamide → (E)-2-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-2-(tetrahydro-3-furanylmethoxy)-4H-pyrido[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide

HRID 1828507ノート

反応式

HRID 1828507 の反応式
[OH:1][C:2]1[N:3]=[C:4]2[CH:16]=[C:15]([CH2:17][CH2:18][C:19]3[S:20][CH:21]=[C:22]([CH:24]([CH3:26])[CH3:25])[N:23]=3)[CH:14]=[CH:13][N:5]2[C:6](=[O:12])[C:7]=1/[CH:8]=[CH:9]/[C:10]#[N:11].CN(C)C=O.C(N(C(C)C)CC)(C)C.I[CH2:42][CH:43]1[CH2:47][CH2:46][O:45][CH2:44]1>O.C(Cl)(Cl)Cl>[CH:24]([C:22]1[N:23]=[C:19]([CH2:18][CH2:17][C:15]2[CH:14]=[CH:13][N:5]3[C:6](=[O:12])[C:7](/[CH:8]=[CH:9]/[C:10]#[N:11])=[C:2]([O:1][CH2:42][CH:43]4[CH2:47][CH2:46][O:45][CH2:44]4)[N:3]=[C:4]3[CH:16]=2)[S:20][CH:21]=1)([CH3:26])[CH3:25]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 27630063-(Iodomethyl)oxolaneHCID 136347721(E)-2-{2-Hydroxy-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido-[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide

生成物 1

HCID 22063773(E)-2-{8-[2-(4-Isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-2-(tetrahydro-3-furanylmethoxy)-4H-pyrido[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

反応条件

温度
80 °C

実験手順

(E)-2-{2-Hydroxy-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido-[1,2-a]pyrimidin-3-yl}-1-ethenylcyanide (100 mg) was added with dimethylformamide (5 ml), diisopropylethylamine (500 ml) and 3-(iodomethyl)tetrahydrofuran (200 ml), and then the mixture was stirred at 80° C. for 2 hours and further stirred overnight at room temperature. After the reaction mixture was distributed between chloroform and water, the organic layer was dried over magnesium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to obtain the title compound (51 mg).

後処理

  1. stirringfurther stirred overnight at room temperature
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. customAfter the solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-2310b9414fe84d4495c05f6cc50a8793
出典データセット
uspto-grants-2006_06
特許番号
US07056917B2

反応ノート

読み込み中…