Sodium hydride → 4-[6-(5-Methanesulfonyl-2,3-dihydro-indol-1-yl)-2-methyl-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester

HRID 448579

반응식

HRID 448579 반응식
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([O:13][C:14]2[CH:19]=[C:18](Cl)[N:17]=[C:16]([CH3:21])[N:15]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[CH3:22][S:23]([C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[NH:31][CH2:30][CH2:29]2)(=[O:25])=[O:24].[H-].[Na+]>CN(C=O)C.C(OCC)(=O)C.O>[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([O:13][C:14]2[CH:19]=[C:18]([N:31]3[C:32]4[C:28](=[CH:27][C:26]([S:23]([CH3:22])(=[O:25])=[O:24])=[CH:34][CH:33]=4)[CH2:29][CH2:30]3)[N:17]=[C:16]([CH3:21])[N:15]=2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

참가 물질

7

반응물 3

HCID 24758Sodium hydrideHCID 27361365-(Methanesulfonyl)-2,3-dihydro-1H-indoleHCID 866501764-(6-Chloro-2-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester

생성물 1

HCID 581165974-[6-(5-Methanesulfonyl-2,3-dihydro-indol-1-yl)-2-methyl-pyrimidin-4-yloxy]-piperidine-1-carboxylic acid isopropyl ester

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
90 °C

실험 절차

14a (100 mg) was dissolved in DMF with 5-methanesulfonyl-2,3-dihydro-1H-indole (0.3 mmol) and NaH (0.3 mmol). The mixture was heated at 90° C. for 4 h. After cooling to room temperature, the mixture was diluted with ethyl acetate and water. The organic layer was washed with a saturated NaHCO3 solution, isolated, evaporated and purified by preparative HPLC to give 14-1, LCMS 475.1 (MH+).

후처리

  1. temperatureAfter cooling to room temperature
  2. washThe organic layer was washed with a saturated NaHCO3 solution
  3. customisolated
  4. customevaporated
  5. custompurified by preparative HPLC
  6. customto give 14-1, LCMS 475.1 (MH+)

출처 및 근거

ORD 기록
ord-2c15132c73784c47bc92e879453f3492
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481731B2

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