Dimethyl Sulfoxide → HCID 86717887, 화합물

HRID 2275775노트

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HRID 2275775 반응식
[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

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 962WaterHCID 102634983-(2,6-Difluoro-benzyloxy)-pyridin-2-ylamineHCID 54244501Ethyl 2-chloro-3-cyclopropyl-3-oxopropanoate2회

생성물 1

HCID 86717887HCID 86717887, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7e50e0e2e4de4345a58b6cca89de105a
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126998B2

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