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 2223145노트

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HRID 2223145 반응식
[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]

참가 물질

4

반응물 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

생성물 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

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1a61ea1a48d44e53921c65fe078abba8
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375102B2

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