Acetic Anhydride → (R)-{1-[8-Acetyl-3-(4-ethoxy-phenyl)-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-carbamic acid tert-butyl ester

HRID 2223145ノート

反応式

HRID 2223145 の反応式
[C:1]([O:5][C:6](=[O:30])[NH:7][CH:8]([C:10]1[N:11]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH3:29])=[CH:23][CH:22]=2)[C:12](=[O:20])[C:13]2[CH2:19][CH2:18][CH2:17][NH:16][C:14]=2[N:15]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].C(N(CC)C(C)C)(C)C.[C:40](OC(=O)C)(=[O:42])[CH3:41]>>[C:1]([O:5][C:6](=[O:30])[NH:7][C@@H:8]([C:10]1[N:11]([C:21]2[CH:22]=[CH:23][C:24]([O:27][CH2:28][CH3:29])=[CH:25][CH:26]=2)[C:12](=[O:20])[C:13]2[CH2:19][CH2:18][CH2:17][N:16]([C:40](=[O:42])[CH3:41])[C:14]=2[N:15]=1)[CH3:9])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 3

HCID 7918Acetic AnhydrideHCID 81531DiisopropylethylamineHCID 69201576{1-[3-(4-Ethoxy-phenyl)-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-carbamic acid tert-butyl ester

生成物 1

HCID 58617397(R)-{1-[8-Acetyl-3-(4-ethoxy-phenyl)-4-oxo-3,4,5,6,7,8-hexahydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-carbamic acid tert-butyl ester

反応条件

温度
80 °C

実験手順

D2 (263 mg, 0.63 mmol) and N,N-diisopropylethylamine (111 μL, 0.63 mmol) were dissolved in acetic anhydride (10 mL) and heated to 80° C. The reaction stirred overnight. It was quenched with saturated aqueous sodium bicarbonate, then extracted with dichloromethane. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, then dried over magnesium sulfate, filtered, concentrated in vacuo. Purified by chromatography (1:1 to 1:2 hexane:ethyl acetate), recovering 168 mg of D3.

後処理

  1. customIt was quenched with saturated aqueous sodium bicarbonate
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with saturated aqueous sodium bicarbonate and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurified by chromatography (1:1 to 1:2 hexane:ethyl acetate)
  8. customrecovering 168 mg of D3

出典と根拠

ORDレコード
ord-1a61ea1a48d44e53921c65fe078abba8
出典データセット
uspto-grants-2008_05
特許番号
US07375102B2

反応ノート

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