Potassium Carbonate → HCID 89767420, 화합물

HRID 1752514노트

반응식

HRID 1752514 반응식
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]([NH:15][CH2:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)=[O:14].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:30][C:31]1[S:32][CH:33]=[C:34]([C:36]([O:38][CH3:39])=[O:37])[N:35]=1>C(#N)C.CCOC(C)=O>[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]([NH:15][CH2:16][CH:17]1[CH2:22][CH2:21][N:20]([CH2:30][C:31]2[S:32][CH:33]=[C:34]([C:36]([O:38][CH3:39])=[O:37])[N:35]=2)[CH2:19][CH2:18]1)=[O:14]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 25067319Methyl 2-(chloromethyl)thiazole-4-carboxylateHCID 89767058HCID 89767058, 화합물

생성물 1

HCID 89767420HCID 89767420, 화합물수율 32.2%

시약·촉매·용매 2

HCID 6342Acetonitrile용매2회HCID 8857Ethyl Acetate용매

실험 절차

Finally, a mixture of compound 7b (637 mg, 1.96 mmoles) and potassium carbonate (813 mg, 5.88 mmoles) in acetonitrile (5 mL) was heated to reflux for 1 hour, then a solution of methyl 2-(chloromethyl)-1,3-thiazole-4-carboxylate (500 mg, 2.6 mmoles) in acetonitrile (5 mL) was added dropwise. The mixture was refluxed overnight then was cooled, diluted with EtOAc and filtered. The resulting solid was washed with water, dried and purified via flash chromatography (silica, from CHCl3 to CHCl3:MeOH 9:1) providing 280 mg (32% yield) of methyl 2-{[4-({[(5-methoxy-1H-indazol-3-yl)carbonyl]amino}methyl)piperidin-1-yl]methyl}-1,3-thiazole-4-carboxylate 7.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 1 hour
  3. temperatureThe mixture was refluxed overnight
  4. temperaturethen was cooled
  5. filtrationfiltered
  6. washThe resulting solid was washed with water
  7. customdried
  8. custompurified via flash chromatography (silica, from CHCl3 to CHCl3:MeOH 9:1)

출처 및 근거

ORD 기록
ord-61e4897006d3432cb602c3dbac010733
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09163013B2

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