Dimethyl Sulfoxide → HCID 86717887、化合物

HRID 2275775ノート

反応式

HRID 2275775 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 1A; 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 23A) were added. The reaction mixture was heated at reflux for 48 h and then concentrated under reduced pressure, 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, DMSO and water. The solid obtained was filtered off and dried under high vacuum. This gave 410 mg (15.4% of theory) of the title compound.

後処理

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

出典と根拠

ORDレコード
ord-7e50e0e2e4de4345a58b6cca89de105a
出典データセット
uspto-grants-2015_09
特許番号
US09126998B2

反応ノート

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