反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6](Cl)[N:5]=[C:4]([S:12][CH3:13])[N:3]=1.[CH3:14][C:15]1[NH:19][N:18]=[C:17]([NH2:20])[CH:16]=1.CCN(C(C)C)C(C)C.[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>C1COCC1.O.CCOC(C)=O>[CH3:14][C:15]1[NH:19][N:18]=[C:17]([NH:20][C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)[N:5]=[C:4]([S:12][CH3:13])[N:3]=2)[CH:16]=1参加物
8
反応物 4
生成物 1
試薬・触媒・溶媒 3
実験手順
To a solution of 4,6-dichloro-2-(methylthio)-5-nitropyrimidine (Intermediate 56, 820 mg) in THF at 0° C. were added 5-methyl-1H-pyrazol-3-amine (350 mg) and DIPEA (1.6 ml) drop-wise. The resulting mixture was stirred at this temperature for 3 hours whereupon morpholine (1 ml) was added. The resulting mixture was allowed to warm to ambient temperature over 10 hours. The mixture was diluted with H2O and EtOAc and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, saturated NaHCO3 (aq) solution, dried and evaporation of the volatiles under reduced pressure gave a colored residue. Purification by column chromatography (50% EtOAc/hexanes) gave the title compound (820 mg). LCMS: 352 [M+1].
後処理
- additionwas added
- extractionthe aqueous layer was extracted with EtOAc
- washThe combined organic layers were washed with brine, saturated NaHCO3 (aq) solution
- customdried
- customevaporation of the volatiles under reduced pressure
- customgave a colored residue
- customPurification by column chromatography (50% EtOAc/hexanes)
出典と根拠
- ORDレコード
- ord-0e93f9d296b14d52880e09c304f1e6b5
- 出典データセット
- uspto-grants-2013_07
- 特許番号
- US08486966B2
関連ノート
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