Benzylamine → 5-Benzylamino-1-cyclopropyl-6,8-difluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 2291285노트

반응식

HRID 2291285 반응식
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9](F)[C:10]([F:22])=[C:11]([N:15]4[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]4)[C:12]=3[F:14])[C:7](=[O:24])[C:6]([C:25]([OH:27])=[O:26])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:28]([NH2:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>N1C=CC=CC=1>[CH2:28]([NH:35][C:9]1[C:10]([F:22])=[C:11]([N:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)[C:12]([F:14])=[C:13]2[C:8]=1[C:7](=[O:24])[C:6]([C:25]([OH:27])=[O:26])=[CH:5][N:4]2[CH:1]1[CH2:2][CH2:3]1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 13825520HCID 13825520, 화합물

생성물 1

HCID 146641725-Benzylamino-1-cyclopropyl-6,8-difluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid수율 59.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of 1-cyclopropyl-5,6,8-trifluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (1.0 g), benzylamine (420 mg), and pyridine (5 ml) was heated at 100°-110° C. for 3 hours. The reaction mixture was evaporated to dryness under reduced pressure. After addition of water to the residue, the mixture was acidified with 10% aqueous acetic acid and extracted with chloroform. The extract was dried and evaporated. The resulting crystals were recrystallized from ethanol-ether to give 5-benzylamino-1-cyclopropyl-6,8-difluoro-7-(4-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (730 mg), m.p. 132°-133° C.

후처리

  1. temperaturewas heated at 100°-110° C. for 3 hours
  2. customThe reaction mixture was evaporated to dryness under reduced pressure
  3. additionAfter addition of water to the residue
  4. extractionextracted with chloroform
  5. customThe extract was dried
  6. customevaporated
  7. customThe resulting crystals were recrystallized from ethanol-ether

출처 및 근거

ORD 기록
ord-6bb6bef107774786a2f127e748e30d7b
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04795751

반응 노트

불러오는 중…