Trifluoroacetic acid → 2-[(4-Methoxy-3,5-dimethylpyridin-2-yl)methyl]-7,8-dihydro-2H-6-thia-1,2,3,5-tetraazaacenaphthylen-4-amine

HRID 1693267

反応式

HRID 1693267 の反応式
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10]1[C:15]([CH3:16])=[CH:14][N:13]=[C:12]([CH2:17][N:18]2[C:28]3[C:29]4[C:20]([CH2:21][CH2:22][S:23][C:24]=4[N:25]=[C:26]([N:30](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)[N:27]=3)=[N:19]2)[C:11]=1[CH3:45].NC1N=C(Cl)C(C(O)CC=C)=C(Cl)N=1>ClCCl>[CH3:8][O:9][C:10]1[C:15]([CH3:16])=[CH:14][N:13]=[C:12]([CH2:17][N:18]2[C:28]3[C:29]4[C:20]([CH2:21][CH2:22][S:23][C:24]=4[N:25]=[C:26]([NH2:30])[N:27]=3)=[N:19]2)[C:11]=1[CH3:45]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 44476494Di-tert-butyl {2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-7,8-dihydro-2H-6-thia-1,2,3,5-tetraazaacenaphthylen-4-yl}imidodicarbonateHCID 582011891-(2-Amino-4,6-dichloropyrimidin-5-yl)-3-buten-1-ol

生成物 1

HCID 248112842-[(4-Methoxy-3,5-dimethylpyridin-2-yl)methyl]-7,8-dihydro-2H-6-thia-1,2,3,5-tetraazaacenaphthylen-4-amine収率 85%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (0.5 mL) was added to a mixture composed of di-tert-butyl {2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-7,8-dihydro-2H-6-thia-1,2,3,5-tetraazaacenaphthylen-4-yl}imidodicarbonate of Step 10) of Example 1 (59 mg) and dichloromethane (2 mL) under cooling in an ice bath. Then, the ice bath was removed and the mixture was stirred for two hours. The reaction solution was concentrated under reduced pressure. Then, the resulting residue was dissolved in ethyl acetate and sequentially washed with a saturated sodium bicarbonate solution and brine. The organic layer was dried over anhydrous magnesium sulfate and filtered. Then, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate-methanol) to obtain the title compound (26 mg, 85%) as a solid.

後処理

  1. temperatureunder cooling in an ice bath
  2. customThen, the ice bath was removed
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. dissolutionThen, the resulting residue was dissolved in ethyl acetate
  5. washsequentially washed with a saturated sodium bicarbonate solution and brine
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationThen, the filtrate was concentrated under reduced pressure
  9. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate-methanol)

出典と根拠

ORDレコード
ord-7ef8da848ce94f32ba04049183ea6ea8
出典データセット
uspto-grants-2012_04
特許番号
US08158638B2

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