Potassium Carbonate → HCID 178483669, 화합물

HRID 2178931노트

반응식

HRID 2178931 반응식
C([O:4][CH2:5][C:6]([C:8]1[CH:9]=[N:10][C:11]2[C:16]([C:17]=1[NH:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([CH2:25][N:26]([CH3:28])[CH3:27])[CH2:21][CH2:20]1)=[N:15][C:14]([Cl:29])=[CH:13][CH:12]=2)=[O:7])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[Cl:29][C:14]1[N:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][C:8]([C:6](=[O:7])[CH2:5][OH:4])=[C:17]2[NH:18][C@H:19]1[CH2:24][CH2:23][C@H:22]([CH2:25][N:26]([CH3:28])[CH3:27])[CH2:21][CH2:20]1

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 178476434HCID 178476434, 화합물

생성물 1

HCID 178483669HCID 178483669, 화합물수율 22%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 2-(6-chloro-4-{trans-4-[(dimethylamino)methyl]cyclohexylamino}-1,5-naphthyridin-3-yl)-2-oxoethyl acetate (90 mg, 0.22 mmol) in methanol was added freshly ground potassium carbonate (90 mg, 0.65 mmol) and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was diluted with satd. aq. sodium bicarbonate and extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated. The residue was purified by column chromatography (silica, dichloromethane/methanol) to afford the desired product (18 mg, 22%) as a yellow solid. ESI MS m/z 377 [M+H]+.

후처리

  1. additionThe reaction mixture was diluted with satd
  2. extractionaq. sodium bicarbonate and extracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated
  6. customThe residue was purified by column chromatography (silica, dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-9b1e5942aae4406cbb8081cf7312cf2e
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067937B2

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