Sodium hydride → isopropyl N-(4-pyridylmethyl)-2-bromo-4-methyl-5-imidazole carboxylate

HRID 280799

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HRID 280799 반응식
[H-].[Na+].[Br:3][C:4]1[NH:5][C:6]([C:10]([O:12][CH:13]([CH3:15])[CH3:14])=[O:11])=[C:7]([CH3:9])[N:8]=1.Cl[CH2:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=1>O1CCCC1>[N:21]1[CH:22]=[CH:23][C:18]([CH2:17][N:5]2[C:6]([C:10]([O:12][CH:13]([CH3:15])[CH3:14])=[O:11])=[C:7]([CH3:9])[N:8]=[C:4]2[Br:3])=[CH:19][CH:20]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 745714-(Chloromethyl)pyridineHCID 178432453HCID 178432453, 화합물

생성물 1

HCID 13633307isopropyl N-(4-pyridylmethyl)-2-bromo-4-methyl-5-imidazole carboxylate수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a suspension of 195 milligrams (mg) (8.13 mM) of sodium hydride in 20 ml of anhydrous tetrahydrofuran was added, in portions, 2 g (8.13 mM) of isopropyl 2-bromo-4-methyl-5-imidazolecarboxylate. The resulting suspension was cooled to 0° C. and 1.03 g (8.13 mM) of 4-chloromethylpyridine was added. The reaction mixture was stirred overnight at 50° C. The precipitated sodium chloride was removed by filtration and concentration in vacuo of the filtrate gave 2.5 g (92%) of isopropyl N-(4-pyridylmethyl)-2-bromo-4-methyl-5-imidazole carboxylate as a tan solid.

후처리

  1. customThe precipitated sodium chloride was removed by filtration and concentration in vacuo of the filtrate

출처 및 근거

ORD 기록
ord-dbb495aba34848dc857773c0f1cfbd27
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04591377

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