Hydrochloric Acid → 4-methoxyacetoxy-1-phenyl-1,8-naphthyridin-2(1H)-one

HRID 217368

반응식

HRID 217368 반응식
[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:4](=[O:18])[CH:3]=1.[H-].[Na+].[H][H].[CH3:23][O:24][CH2:25][C:26](Cl)=[O:27].Cl>CN(C=O)C.O>[CH3:23][O:24][CH2:25][C:26]([O:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:4](=[O:18])[CH:3]=1)=[O:27]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 96623Methoxyacetyl chlorideHCID 546864734-Hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-oneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 689480664-methoxyacetoxy-1-phenyl-1,8-naphthyridin-2(1H)-one수율 73%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

In accordance with a process described in JP-61-246183A, 4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one was synthesized. To a suspension of the synthesized compound (893 mg, 3.7 mmol) in DMF (20 mL) was added sodium hydride (purity of about 60%, 192 mg, 4.8 mmol, 1.3 eq.), and the mixture was stirred until no more hydrogen was generated. Then, methoxyacetyl chloride (1.07 g, 9.9 mmol, 2.6 eq.) was added thereto, and the mixture was stirred at a room temperature for 50 minutes. To the mixture was added water. The resulting mixture was acidified with concentrated hydrochloric acid, and then the resulting precipitate was separated by filtration and dried to give 4-methoxyacetoxy-1-phenyl-1,8-naphthyridin-2(1H)-one (847 mg, yield 73%).

후처리

  1. customwas synthesized
  2. customthe resulting precipitate was separated by filtration
  3. customdried

출처 및 근거

ORD 기록
ord-8cb787f441ec49de8defc03ca7d03e3b
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193356B2

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