Dimethyl Sulfoxide → HCID 86717887、化合物

HRID 1624081ノート

反応式

HRID 1624081 の反応式
[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:3]=1[CH2:4][O:5][C:6]1[C:7]([NH2:12])=[N:8][CH:9]=[CH:10][CH:11]=1.Cl[CH:19]([C:25]([CH:27]1[CH2:29][CH2:28]1)=O)[C:20]([O:22][CH2:23][CH3:24])=[O:21].CS(C)=O.O>C(O)C.CO>[CH:27]1([C:25]2[N:12]=[C:7]3[C:6]([O:5][CH2:4][C:3]4[C:13]([F:17])=[CH:14][CH:15]=[CH:16][C:2]=4[F:1])=[CH:11][CH:10]=[CH:9][N:8]3[C:19]=2[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:29][CH2:28]1

参加物

7

反応物 4

HCID 679Dimethyl SulfoxideHCID 962WaterHCID 102634983-(2,6-Difluoro-benzyloxy)-pyridin-2-ylamineHCID 54244501Ethyl 2-chloro-3-cyclopropyl-3-oxopropanoate2 回

生成物 1

HCID 86717887HCID 86717887、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

1.69 g of 3-[(2,6-difluorobenzyl)oxy]pyridine-2-amine (Example 4A; 7.13 mmol, 1 equivalent) were initially charged in 44.4 ml of ethanol, and 425 mg of powdered molecular sieve 3 Å and 6.8 g of ethyl 2-chloro-3-cyclopropyl-3-oxopropanoate (crude product from Example 26A) were added. The resulting reaction mixture was heated at reflux for 48 h and then concentrated, and the residue was chromatographed (cyclohexane/ethyl acetate as mobile phase). The product-containing fractions were combined and concentrated under reduced pressure. The residue obtained in this manner was taken up in methanol, dimethyl sulphoxide and water and the solid formed was filtered off and dried under high vacuum. This gave 410 mg (15.4% of theory) of the title compound.

後処理

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux for 48 h
  4. concentrationconcentrated
  5. customthe residue was chromatographed (cyclohexane/ethyl acetate as mobile phase)
  6. concentrationconcentrated under reduced pressure
  7. customThe residue obtained in this manner
  8. filtrationwas filtered off
  9. customdried under high vacuum

出典と根拠

ORDレコード
ord-98a7c69d78ec4b4b9e8a95a8ffdb69ba
出典データセット
uspto-grants-2014_07
特許番号
US08778964B2

反応ノート

読み込み中…