Hydrochloric Acid → 7-amino-2-(3-chlorobenzyl)-9-hydroxy-2H-pyrido[1,2-a]pyrazine-1,8-dione hydrochloride

HRID 1349477ノート

反応式

HRID 1349477 の反応式
C([O:8][C:9]1[C:10](=[O:40])[C:11]([NH:32]C(=O)OC(C)(C)C)=[CH:12][N:13]([CH2:26][CH:27](OC)OC)[C:14]=1[C:15](=[O:25])[NH:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1)C1C=CC=CC=1.Cl>C(O)(=O)C>[ClH:24].[NH2:32][C:11]1[C:10](=[O:40])[C:9]([OH:8])=[C:14]2[C:15](=[O:25])[N:16]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=3)[CH:27]=[CH:26][N:13]2[CH:12]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 58859159Tert-butyl [5-benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]carbamate

生成物 1

HCID 546832947-amino-2-(3-chlorobenzyl)-9-hydroxy-2H-pyrido[1,2-a]pyrazine-1,8-dione hydrochloride収率 185.7%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

tert-Butyl [5-benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]carbamate (40 mg) was dissolved in acetic acid (0.4 ml) and conc. hydrochloric acid (0.4 ml) was added. The mixture was stirred at 90° C. for 5 hr. The reaction mixture was concentrated, toluene was added to the residue and the mixture was concentrated, which operations were performed twice. Methanol was further added, and the mixture was concentrated, which operations were performed twice. Crystallization from ethyl acetate-methanol-diisopropyl ether gave 7-amino-2-(3-chlorobenzyl)-9-hydroxy-2H-pyrido[1,2-a]pyrazine-1,8-dione hydrochloride (23 mg).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additiontoluene was added to the residue
  3. concentrationthe mixture was concentrated
  4. additionMethanol was further added
  5. concentrationthe mixture was concentrated
  6. customCrystallization from ethyl acetate-methanol-diisopropyl ether

出典と根拠

ORDレコード
ord-4cf51f918d8e41a1b2512145646ccbee
出典データセット
uspto-grants-2007_05
特許番号
US07211572B2

反応ノート

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