Water → HCID 178487616, 화합물

HRID 2202328노트

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HRID 2202328 반응식
Cl[CH2:2][CH:3]1[CH:7]([CH3:8])[O:6][C:5](=[O:9])[O:4]1.[F:10][C:11]1[CH:12]=[C:13]([NH:22][C:23]([C@@H:25]2[N:34]([C:35]([C@@H:37]3[CH2:40][C@H:39]([C:41]([OH:43])=[O:42])[CH2:38]3)=[O:36])[CH2:33][CH2:32][C:31]3[N:30]=[C:29]([O:44][CH3:45])[CH:28]=[CH:27][C:26]2=3)=[O:24])[CH:14]=[C:15]2[C:19]=1[C:18]([CH3:21])([CH3:20])[CH2:17][CH2:16]2.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[F:10][C:11]1[CH:12]=[C:13]([NH:22][C:23]([C@@H:25]2[N:34]([C:35]([C@@H:37]3[CH2:40][C@H:39]([C:41]([O:43][CH2:2][C:3]4[O:4][C:5](=[O:9])[O:6][C:7]=4[CH3:8])=[O:42])[CH2:38]3)=[O:36])[CH2:33][CH2:32][C:31]3[N:30]=[C:29]([O:44][CH3:45])[CH:28]=[CH:27][C:26]2=3)=[O:24])[CH:14]=[C:15]2[C:19]=1[C:18]([CH3:20])([CH3:21])[CH2:17][CH2:16]2

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 135579654-Chloromethyl-5-methyl-1,3-dioxolan-2-oneHCID 178487610HCID 178487610, 화합물

생성물 1

HCID 178487616HCID 178487616, 화합물수율 48%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Chloromethyl-5-methyl-1,3-dioxolan-2-one (0.026 mL, 0.24 mmol) was added to a mixture of cis-3-(((5R)-5-((7-fluoro-1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)carbamoyl)-2-methoxy-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)carbonyl)cyclobutanecarboxylic acid (100 mg, 0.20 mmol) and potassium carbonate (33.5 mg, 0.24 mmol) in DMF (2.0 mL) at room temperature, and the mixture was stirred at room temperature for 5 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 20→50% ethyl acetate/hexane) to give the title compound (58.2 mg, 0.096 mmol, 47.5%) as a white amorphous solid.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (solvent gradient; 20→50% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-46ae7813d4bd473aa418f9dcf8b4ecd9
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365520B2

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