Triethylamine → Ethyl 4-[1-[(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)carbonyl]piperidin-4-yl]-2-methylbutanoate

HRID 1059361노트

반응식

HRID 1059361 반응식
[N:1]1[C:10]2[NH:9][C:8]3[CH:11]=[C:12]([C:15]([OH:17])=O)[CH:13]=[CH:14][C:7]=3[S:6][C:5]=2[N:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.P(Cl)(OCC)(OCC)=O.[NH:34]1[CH2:39][CH2:38][CH:37]([CH2:40][CH2:41][CH:42]([CH3:48])[C:43]([O:45][CH2:46][CH3:47])=[O:44])[CH2:36][CH2:35]1>O1CCCC1.C(OCC)(=O)C>[N:1]1[C:10]2[NH:9][C:8]3[CH:11]=[C:12]([C:15]([N:34]4[CH2:39][CH2:38][CH:37]([CH2:40][CH2:41][CH:42]([CH3:48])[C:43]([O:45][CH2:46][CH3:47])=[O:44])[CH2:36][CH2:35]4)=[O:17])[CH:13]=[CH:14][C:7]=3[S:6][C:5]=2[N:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 13139Diethyl chlorophosphateHCID 11298836Ethyl 4-(piperidin-4-yl)-2-methylbutanoateHCID 1867033910H-pyrazino[2,3-b][1,4]benzothiazine-8-carboxylic acid

생성물 1

HCID 18670718Ethyl 4-[1-[(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)carbonyl]piperidin-4-yl]-2-methylbutanoate수율 73.4%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 1 g of 10H-pyrazino[2,3-b][1,4]-benzothiazine-8-carboxylic acid in tetrahydrofuran (50 ml) were added under ice-cooling 0.6 ml of triethylamine and 0.55 ml of diethyl chlorophosphate. The resulting mixture was reacted at room temperature for 0.5 hour. Next, 0.66 g of ethyl 4-(piperidin-4-yl)-2-methylbutanoate was added thereto and the resulting mixture was stirred at room temperature for 12 hours. After adding ethyl acetate to the reaction mixture, the organic layer was washed with water and dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate) to thereby give 1.0 g of the title compound as a yellow oily substance.

후처리

  1. customThe resulting mixture was reacted at room temperature for 0.5 hour
  2. washthe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationAfter distilling off the solvent under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-3c86eb56ff4144599a5338b550bfe495
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06518423B1

반응 노트

불러오는 중…