Sodium Chloride → Ethyl 7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate 2,2-dioxide

HRID 1622577노트

반응식

HRID 1622577 반응식
[NH2:1][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][C:5]([CH3:13])=[CH:4][N:3]=1.Cl[CH2:15][CH2:16][S:17](Cl)(=[O:19])=[O:18].C(=O)([O-])[O-].[Na+].[Na+].[Cl-].[Na+]>CN(C=O)C.O.N1C=CC=CC=1>[CH3:13][C:5]1[CH:6]=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:2]2[N:3]([CH:4]=1)[CH2:15][CH2:16][S:17](=[O:19])(=[O:18])[N:1]=2

참가 물질

8

반응물 4

HCID 5234Sodium ChlorideHCID 10340Sodium CarbonateHCID 15385Ethanesulfonylchloride, 2-chloro-HCID 13070843Ethyl 2-amino-5-methylnicotinate

생성물 1

HCID 66748581Ethyl 7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate 2,2-dioxide

시약·촉매·용매 3

HCID 962Water용매HCID 1049Pyridine용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of ethyl 2-amino-5-methylpyridine-3-carboxylate (368 mg) in DMF (20 mL) were added pyridine (0.66 mL) and 2-chloroethanesulfonyl chloride (0.32 mL), and the mixture was stirred at room temperature for 3 hr. To the reaction mixture were added water (50 mL) and sodium carbonate (1 g), sodium chloride was saturated and the mixture was extracted 3 times with ethyl acetate. The extracts were collected, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (111 mg) as a brown solid.

후처리

  1. extractionthe mixture was extracted 3 times with ethyl acetate
  2. customThe extracts were collected
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (methanol/ethyl acetate)

출처 및 근거

ORD 기록
ord-3d19088b348a41c6b385bf340e7c64e7
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778934B2

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