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Sodium hydride → Hydrochloric Acid

HRID 1835276
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HRID 1835276 반응식
[C:1]([NH:4][C:5]([CH2:16][C:17]1[C:22]([CH2:23][Cl:24])=[N:21][CH:20]=[CH:19][N:18]=1)([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2].[H-].[Na+]>C1COCC1>[C:1]([N:4]1[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:16][C:17]2[C:22](=[N:21][CH:20]=[CH:19][N:18]=2)[CH2:23]1)(=[O:3])[CH3:2].[ClH:24]
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참가 물질

5

반응물 2

HCID 24758Sodium hydrideHCID 23503295HCID 23503295, 화합물

생성물 2

HCID 313Hydrochloric Acid수율 85%HCID 9927112Diethyl 6-acetyl-5,6-dihydropyrido[3,4-b]pyrazine-7,7(8H)-dicarboxylate수율 84.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1b (1.1 g, 2.36 mmol) in 40 mL THF was added NaH (170 mg, 4.25 mmol, 60% oil dispersion) under N2 and the solution was stirred for 30 min. The reaction was carefully quenched with water and extracted from sat NaHCO33× with EtOAc. The organic layers were dried with MgSO4, filtered, concentrated, and chromatographed on SiO2 using 75% EtOAc in hexane to give 640 mg of 1c as an HCl salt (85% yield). MS found: (M+H)+=322.

후처리

  1. customThe reaction was carefully quenched with water
  2. extractionextracted
  3. dry with materialThe organic layers were dried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customchromatographed on SiO2 using 75% EtOAc in hexane

출처 및 근거

ORD 기록
ord-450575ba94314880b5a8b5099c0e8354
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06770647B2

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