Potassium Carbonate → HCID 89767420、化合物

HRID 1752514ノート

反応式

HRID 1752514 の反応式
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]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 25067319Methyl 2-(chloromethyl)thiazole-4-carboxylateHCID 89767058HCID 89767058、化合物

生成物 1

HCID 89767420HCID 89767420、化合物収率 32.2%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-61e4897006d3432cb602c3dbac010733
出典データセット
uspto-grants-2015_10
特許番号
US09163013B2

反応ノート

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