Hydrochloric Acid → 6-biphenyl-2-ylmethyl-9-hydroxy-2-methyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169144ノート

反応式

HRID 2169144 の反応式
C([O:8][C:9]1[C:14](=[O:15])[N:13]=[C:12]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:11]2[CH2:29][CH2:30][N:31]([CH3:34])[C:32](=[O:33])[C:10]=12)C1C=CC=CC=1.Cl>CO>[C:18]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH2:16][C:12]1[N:11]2[CH2:29][CH2:30][N:31]([CH3:34])[C:32](=[O:33])[C:10]2=[C:9]([OH:8])[C:14](=[O:15])[N:13]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 867257979-Benzyloxy-6-biphenyl-2-ylmethyl-2-methyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

生成物 1

HCID 867258016-biphenyl-2-ylmethyl-9-hydroxy-2-methyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione収率 24.25%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of 9-benzyloxy-6-biphenyl-2-ylmethyl-2-methyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (11-01) (350 mg, 0.776 mmol) in methanol (6 mL) was added concentrated HCl (3 mL) and the reaction mixture was stirred for 5 h at room temperature. After completion of the reaction, the volume of the reaction mixture was reduced by evaporation and the resultant mixture was basified with saturated aqueous NaHCO3 solution. The mixture was extracted with 10% methanol in dichloromethane, the separated organic part was dried over sodium sulfate and concentrated to get a crude product, which was purified by prep-HPLC (ammonium acetate-methanol) to afford 6-biphenyl-2-ylmethyl-9-hydroxy-2-methyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (12-01) (68 mg, 24.25%) as an off-white solid.

後処理

  1. customAfter completion of the reaction
  2. customthe volume of the reaction mixture was reduced by evaporation
  3. extractionThe mixture was extracted with 10% methanol in dichloromethane
  4. dry with materialthe separated organic part was dried over sodium sulfate
  5. concentrationconcentrated
  6. customto get a crude product, which
  7. customwas purified by prep-HPLC (ammonium acetate-methanol)

出典と根拠

ORDレコード
ord-5477df09edf04cfeaa87dde5e082b958
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…