Hydrochloric Acid → 9-hydroxy-2-isopropyl-6-(1-phenyl-cyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169297ノート

反応式

HRID 2169297 の反応式
C([O:8][C:9]1[C:14](=[O:15])[N:13]=[C:12]([CH2:16][C:17]2([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[N:11]2[CH2:29][CH2:30][N:31]([CH:34]([CH3:36])[CH3:35])[C:32](=[O:33])[C:10]=12)C1C=CC=CC=1.Cl>CO>[OH:8][C:9]1[C:14](=[O:15])[N:13]=[C:12]([CH2:16][C:17]2([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]2)[N:11]2[CH2:29][CH2:30][N:31]([CH:34]([CH3:36])[CH3:35])[C:32](=[O:33])[C:10]=12

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 867259429-benzyloxy-2-isopropyl-6-(1-phenyl-cyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

生成物 1

HCID 867259439-hydroxy-2-isopropyl-6-(1-phenyl-cyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione収率 48%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To the stirred solution of 9-benzyloxy-2-isopropyl-6-(1-phenyl-cyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (259) (0.18 g, 0.37 mmol) in methanol (5.0 mL) was added concentrated HCl (5.0 mL) and the reaction mixture was stirred at room temperature for 3 h. After completion of the reaction, the solvent was reduced and the crude product was extracted with 10% methanol in dichloromethane. The organic part was washed with saturated NaHCO3 solution, separated and dried over Na2SO4. After evaporation, the crude product was purified by nor mal silica gel column chromatography (using 3% methanol in dichloromethane) to get 9-hydroxy-2-isopropyl-6-(1-phenyl-cyclohexylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (260) (70.0 mg, 48.0%) as a white solid.

後処理

  1. customAfter completion of the reaction
  2. extractionthe crude product was extracted with 10% methanol in dichloromethane
  3. washThe organic part was washed with saturated NaHCO3 solution
  4. customseparated
  5. dry with materialdried over Na2SO4
  6. customAfter evaporation
  7. customthe crude product was purified by nor mal silica gel column chromatography (using 3% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-534f5c995a704ad3bd38e449671cb024
出典データセット
uspto-grants-2015_06
特許番号
US09045486B2

反応ノート

読み込み中…