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Potassium Acetate → 5,11-Dihydro-5-ethyl-11-methyl-2-(2-pyrrolyl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

HRID 356608
ノート
印刷プレビュー

反応式

HRID 356608 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH2:19][CH3:20])[C:7](=[O:18])[C:8]3[CH:17]=[CH:16][CH:15]=[N:14][C:9]=3[N:10]([CH3:13])[C:11]=2[N:12]=1.C(OC([C:28]1[NH:29][CH:30]=[CH:31][CH:32]=1)=O)(C)(C)C.C([O-])(=O)C.[K+]>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CN1CCCC1=O>[CH2:19]([N:6]1[C:7](=[O:18])[C:8]2[CH:17]=[CH:16][CH:15]=[N:14][C:9]=2[N:10]([CH3:13])[C:11]2[N:12]=[C:2]([C:28]3[NH:29][CH:30]=[CH:31][CH:32]=3)[CH:3]=[CH:4][C:5]1=2)[CH3:20]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 517044Potassium AcetateHCID 15458947tert-butyl 1H-pyrrole-2-carboxylateHCID 189388852-chloro-5,11-dihydro-5-ethyl-11-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

生成物 1

HCID 159562955,11-Dihydro-5-ethyl-11-methyl-2-(2-pyrrolyl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

試薬・触媒・溶媒 2

HCID 178418476
HCID 178418476、化合物
触媒
HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
140 °C

実験手順

A mixture of 2-chloro-5,11-dihydro-5-ethyl-11-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.21 g), (t-butoxycarbonyl)pyrrole (0.25 g), potassium acetate (0.20 g), Pd(PPh3)2Cl2 (0.030 g), and 1-methyl-2-pyrrolidinone (2.5 mL) were heated in a sealed tube at 140° C. for 14 h. After removing the solvent, water was added and the product was extracted with CH2Cl2, dried (anhyd Na2 SO4), filtered, and evaporated. The residue was chromatographed over silica gel (ethyl acetate/methylene chloride, 1:9) and was further purified by preparative plate chromatography (ethyl acetate/methylene chloride, 1:9) to give, after recrystallization from ethyl acetate/hexanes, 0.020 g of the title compound, mp 161°-162° C.

後処理

  1. customAfter removing the solvent, water
  2. additionwas added
  3. extractionthe product was extracted with CH2Cl2
  4. customdried (anhyd Na2 SO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was chromatographed over silica gel (ethyl acetate/methylene chloride, 1:9)
  8. customwas further purified by preparative plate chromatography (ethyl acetate/methylene chloride, 1:9)
  9. customto give
  10. customafter recrystallization from ethyl acetate/hexanes, 0.020 g of the title compound, mp 161°-162° C.

出典と根拠

ORDレコード
ord-5a1dc34428f24c12be8cb5a7fc0053cf
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05837704

反応ノート

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