HCID 69256685, 화합물 → HCID 69256990, 화합물

HRID 1793338노트

반응식

HRID 1793338 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][C:8](=[O:11])[NH:7][C:6]1=[O:12].CS(O[CH2:18][C@H:19]1[O:28][C:23]2=[N:24][CH:25]=[CH:26][CH:27]=[C:22]2[O:21][CH2:20]1)(=O)=O>O1CCOCC1>[O:21]1[C:22]2[C:23](=[N:24][CH:25]=[CH:26][CH:27]=2)[O:28][C@@H:19]([CH2:18][NH:1][CH2:2][CH2:3][CH2:4][N:5]2[CH2:10][CH2:9][C:8](=[O:11])[NH:7][C:6]2=[O:12])[CH2:20]1

참가 물질

4

반응물 2

HCID 69256685HCID 69256685, 화합물HCID 131725870HCID 131725870, 화합물

생성물 1

HCID 69256990HCID 69256990, 화합물수율 16.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of intermediate (54) (0.058 mol) in dioxane (400 ml) was stirred. A mixture of intermediate (3) (0.029 mol) and CaO (2.4 g) was added. The reaction mixture was stirred at 140° C. for 16 hours. The solvent was evaporated. DCM and water was added to the residue. The separated organic layer was dried, filtered and the solvent was evaporated. The residue was purified by high-performance liquid chromatography over silica gel (eluent:CH2Cl2/(CH3OH/NH3) 90/10). The product fractions were collected and the solvent was evaporated. The residue was dissolved in ethanol and converted into the ethanedioic acid salt (1:1). The formed precipitate was filtered off and dried, yielding 1.5 g of (S)-1-[3-[[(2,3-dihydro[1,4]dioxino[2,3-b]pyridin-3-yl)methyl]amino]propyl]dihydro-2,4(1H,3H)-pyrimidinedione (compound 25), mp.186; [α]D20 =−37.46°, (c=26.56 mg/5 ml DMF).

후처리

  1. additionwas added
  2. stirringThe reaction mixture was stirred at 140° C. for 16 hours
  3. customThe solvent was evaporated
  4. additionDCM and water was added to the residue
  5. customThe separated organic layer was dried
  6. filtrationfiltered
  7. customthe solvent was evaporated
  8. customThe residue was purified by high-performance liquid chromatography over silica gel (eluent:CH2Cl2/(CH3OH/NH3) 90/10)
  9. customThe product fractions were collected
  10. customthe solvent was evaporated
  11. dissolutionThe residue was dissolved in ethanol
  12. filtrationThe formed precipitate was filtered off
  13. customdried

출처 및 근거

ORD 기록
ord-c60ac8e4ac2c4b1f93c294d3f5c814f1
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07081453B2

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