HCID 86637508, 화합물 → 2-Chloro-7,7-difluoro-9-(2-thiophen-2-yl-ethyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one

HRID 1676801노트

반응식

HRID 1676801 반응식
C([O:3][C:4](=O)[C:5]([F:26])([F:25])[CH2:6][N:7]([C:15]1[C:20]([N+:21]([O-])=O)=[CH:19][N:18]=[C:17]([Cl:24])[N:16]=1)[CH2:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)C>C(O)(=O)C.[Fe]>[Cl:24][C:17]1[N:18]=[CH:19][C:20]2[NH:21][C:4](=[O:3])[C:5]([F:26])([F:25])[CH2:6][N:7]([CH2:8][CH2:9][C:10]3[S:11][CH:12]=[CH:13][CH:14]=3)[C:15]=2[N:16]=1

참가 물질

4

반응물 1

HCID 86637508HCID 86637508, 화합물

생성물 1

HCID 866375092-Chloro-7,7-difluoro-9-(2-thiophen-2-yl-ethyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one수율 43.1%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

To a solution of 1.48 g (0.0035 mole) of 3-[(2-chloro-5-nitro-pyrimidin-4-yl)-(2-thiophen-2-yl-ethyl)-amino]-2,2-difluoro-propionic acid ethyl ester (IV-269) in 20 mL of acetic acid was added 1.5 g (0.027 g-atom) of iron powder. The mixture was heated to 80 degrees for 2 hours and then filtered while hot. Water and ethyl acetate were added to the filtrate and the mixture was stirred for 10 minutes and then filtered. The layers were separated. The organic layer was washed successively with ammonium hydroxide and water, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Recrystallization of the residue from ethyl acetate and hexane gave 0.52 g of 2-chloro-7,7-difluoro-9-(2-thiophen-2-yl-ethyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VI-269).

후처리

  1. temperatureThe mixture was heated to 80 degrees for 2 hours
  2. filtrationfiltered while hot
  3. additionWater and ethyl acetate were added to the filtrate
  4. filtrationfiltered
  5. customThe layers were separated
  6. washThe organic layer was washed successively with ammonium hydroxide and water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customRecrystallization of the residue from ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-87c3d80eff4f40c8a1661d8f8542b316
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003785B2

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