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Sodium hydride → 2,6-Diamino-4,5-dihydronicotinic acid ethyl ester

HRID 1171185
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HRID 1171185 반응식
[CH2:1]([O:3][C:4](=[O:13])[C:5]([CH2:9][CH2:10][C:11]#[N:12])=[C:6]([NH2:8])[NH2:7])[CH3:2].[H-].[Na+]>O1CCCC1>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH2:9][CH2:10][C:11]([NH2:12])=[N:8][C:6]=1[NH2:7])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 124949064-Cyano-2-diaminomethylene-butyric acid ethyl ester

생성물 1

HCID 124949052,6-Diamino-4,5-dihydronicotinic acid ethyl ester수율 34%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A tetrahydrofuran (7 mL) solution of 2-(2-cyanoethyl)3,3-diaminopropenoic acid ethyl ester (0.55 g, 3 mmol) described in Production Example 1-1-1 was dropped into a tetrahydrofuran (7 mL) suspension of sodium hydride (208 mg, 5.2 mmol, 60% in oil), which was refluxed while heating and stirring for 19 hours 20 minutes. Following completion of the reaction, the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated to obtain the title compound (0.188 g, 1 mmol, 34%) as a crude product.

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후처리

  1. temperaturewas refluxed
  2. temperaturewhile heating
  3. customcompletion of the reaction
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7b08320711b942fc8911f2316fb40de4
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07829585B2

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