反応 #53391

反応方程式

80

4-(2,4-Dimethoxyphenyl)butylamidino-3,5-diamino-6-chloropyrazine carboxamide hydrochloride

→

81

収率 58.3%

4-(2,4-Dihydroxyphenyl)butylamidino-3,5-diamino-6-chloropyrazine carboxamide hydrochloride

収率 58.3%

溶媒

HBr

反応条件

後処理

1. 1
   温度cooled
2. 2
   その他The solvent was removed at reduced pressure
3. 3
   その他the material was purified by column chromatography (silica gel, 4:1:0.1 chloroform/ethanol/concentrated ammonium hydroxide)
4. 4
   その他The fractions with product were collected
5. 5
   その他the solvent was removed under reduced pressure
6. 6
   workup.ADDITIONThe residue was treated with 3% HCl
7. 7
   洗浄washed with water (2×5 mL)
8. 8
   その他dried

実験手順

A vigorously stirred solution of 80 (290 mg, 0.63mmol) in 48% HBr (20 mL) was refluxed for 4 h and then cooled. The solvent was removed at reduced pressure and the material was purified by column chromatography (silica gel, 4:1:0.1 chloroform/ethanol/concentrated ammonium hydroxide). The fractions with product were collected and the solvent was removed under reduced pressure. The residue was treated with 3% HCl, washed with water (2×5 mL) and dried to provide 81 (79 mg, 32%) as a yellow solid. 1H NMR (300 MHz, DMSO-d6) δ1.54 (s, 4H), 2.43 (br s, 2H), 3.31 (br s, 2H), 6.12 (d, 1H), 6.32 (s, 1H), 6.78 (d, 1H), 8.86 (br s, 1H), 8.99 (br s, 1H), 9.28 (s, 1H), 10.56 (s, 1H). APCI MS m/z 394 [C16H20ClN7O3+H]+.

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