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Sodium hydride → 4-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-(2-pyrimidinyloxy)ethoxymethyl]-1,4-dihydropyridine

HRID 1906772
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인쇄 미리보기

반응식

HRID 1906772 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[CH:15]=[C:14]([CH3:16])[NH:13][CH:12]([CH2:17][O:18][CH2:19][CH2:20][OH:21])[C:11]1([C:26]([O:28][CH2:29][CH3:30])=[O:27])C(OC)=O.Cl[C:32]1[N:37]=[CH:36][CH:35]=[CH:34][N:33]=1>O1CCCC1>[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[C:15]([C:26]([O:28][CH3:29])=[O:27])=[C:14]([CH3:16])[NH:13][C:12]([CH2:17][O:18][CH2:19][CH2:20][O:21][C:32]2[N:37]=[CH:36][CH:35]=[CH:34][N:33]=2)=[C:11]1[C:26]([O:28][CH2:29][CH3:30])=[O:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 744042-ChloropyrimidineHCID 202108484-(2-Chlorophenyl)-3-ethoxycarbonyl-2-(2-hydroxyethoxymethyl)-3-methoxycarbonyl-6-methyl-1,4-dihydropyridine

생성물 1

HCID 202108534-(2-Chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-(2-pyrimidinyloxy)ethoxymethyl]-1,4-dihydropyridine수율 25.3%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

Sodium hydride (90 mg. of an 80% by weight dispersion in oil) was added to a solution of 4-(2-chlorophenyl)-3-ethoxycarbonyl-2-(2-hydroxyethoxymethyl)-3-methoxycarbonyl-6-methyl-1,4-dihydropyridine (0.60 g) in tetrahydrofuran (20 ml) and the mixture stirred at room temperature for 45 minutes and then treated with 2-chloropyrimidine (0.17 g). The mixture was stirred at room temperature for 3 days and evaporated. The residue was dissolved in ethyl acetate and the solution washed successively with 2M hydrochloric acid, 5% aqueous sodium carbonate solution and brine, dried over MgSO4 and evaporated. The residue was crystallised from ether to give the title compound (90 mg), m.p. 101°.

후처리

  1. stirringThe mixture was stirred at room temperature for 3 days
  2. customevaporated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washthe solution washed successively with 2M hydrochloric acid, 5% aqueous sodium carbonate solution and brine
  5. dry with materialdried over MgSO4
  6. customevaporated
  7. customThe residue was crystallised from ether

출처 및 근거

ORD 기록
ord-7f2f798299164eeb8108792d544163e5
출처 데이터셋
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04654353

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