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Water → HCID 66954001、化合物

HRID 1619120
ノート
印刷プレビュー

反応式

HRID 1619120 の反応式
[CH3:1][C:2](C)([O-])C.[K+].[Br:7][C:8]1[CH:9]=[C:10]2[NH:16][C:15](=[O:17])[CH2:14][C:11]2=[N:12][CH:13]=1.[C:18]([O:22]C)(=O)[CH:19]=[CH2:20].O>CS(C)=O.C(OCC)(=O)C>[Br:7][C:8]1[CH:9]=[C:10]2[NH:16][C:15](=[O:17])[C:14]3([CH2:20][CH2:19][C:18](=[O:22])[CH2:2][CH2:1]3)[C:11]2=[N:12][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 7294Methyl AcrylateHCID 23665647Potassium tert-butoxide2 回HCID 469416416-Bromo-1,3-dihydro-2H-pyrrolo(3,2-b)pyridin-2-one

生成物 1

HCID 66954001HCID 66954001、化合物収率 753%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

Potassium tert-butoxide (0.03 g, 0.27 mmol) was added to a suspension of 6-bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one (preparation 30c, 0.87 g, 4.1 mmol) in dimethylsulphoxide (4 mL) and, after stirring for 10 minutes at room temperature, the mixture was heated to 40-45° C. and methyl acrylate (1.14 mL, 12.71 mmol) was added dropwise over 60 minutes. After the addition, the mixture was stirred for 2 hours and then further potassium tert-butoxide (1.4 g, 12.21 mmol) was added portionwise over 30 minutes keeping the temperature below 50° C. The mixture was then heated to 100° C. and stirred for 2 hours. Water (20 mL) was added and heating was continued at 85° C. for 2 hours and then the mixture was left to cool overnight. Ethyl acetate was added and the mixture was washed with water, brine, dried (MgSO4) and evaporated to give the title compound (0.60 g, 50%) as a white solid.

後処理

  1. temperaturethe mixture was heated to 40-45° C.
  2. additionAfter the addition
  3. stirringthe mixture was stirred for 2 hours
  4. customthe temperature below 50° C
  5. temperatureThe mixture was then heated to 100° C.
  6. stirringstirred for 2 hours
  7. temperatureheating
  8. waitwas continued at 85° C. for 2 hours
  9. waitthe mixture was left
  10. temperatureto cool overnight
  11. washthe mixture was washed with water, brine
  12. dry with materialdried (MgSO4)
  13. customevaporated

出典と根拠

ORDレコード
ord-28a94945f4ac45ef8596cb806c5e5ab7
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08772288B2

反応ノート

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