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

HRID 1349477노트

반응식

HRID 1349477 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
90 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4cf51f918d8e41a1b2512145646ccbee
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07211572B2

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