HCID 86637508、化合物 → 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 1676801ノート

反応式

HRID 1676801 の反応式
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

参加物

4

反応物 1

HCID 86637508HCID 86637508、化合物

生成物 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-one収率 43.1%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-87c3d80eff4f40c8a1661d8f8542b316
出典データセット
uspto-grants-2011_08
特許番号
US08003785B2

反応ノート

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