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3-Nitrobenzaldehyde → Clinafloxacin hydrochloride, (S)-

HRID 1310
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HRID 1310 반응식
[N+](C1C=C(C=CC=1)C=O)([O-])=O.N[C@H]1CCNC1.[Cl:18]C1C(F)=C(F)C=C2C=1N(C1CC1)C=C(C(O)=O)C2=O.[Cl:38][C:39]1[C:40]([N:57]2[CH2:61][CH2:60][C@H:59]([N:62]=CC3C=CC=C([N+]([O-])=O)C=3)[CH2:58]2)=[C:41]([F:56])[CH:42]=[C:43]2[C:48]=1[N:47]([CH:49]1[CH2:51][CH2:50]1)[CH:46]=[C:45]([C:52]([OH:54])=[O:53])[C:44]2=[O:55]>>[ClH:18].[NH2:62][C@H:59]1[CH2:60][CH2:61][N:57]([C:40]2[C:39]([Cl:38])=[C:48]3[C:43]([C:44](=[O:55])[C:45]([C:52]([OH:54])=[O:53])=[CH:46][N:47]3[CH:49]3[CH2:50][CH2:51]3)=[CH:42][C:41]=2[F:56])[CH2:58]1
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참가 물질

5

반응물 4

HCID 74493-NitrobenzaldehydeHCID 1519351(3S)-(-)-3-AminopyrrolidineHCID 98359418-Chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 541172038-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-[(S)-3-(3-nitrobenzylideneamino)-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid

생성물 1

HCID 66618483Clinafloxacin hydrochloride, (S)-

실험 절차

If, for example, the reaction mixture of 3-nitrobenzaldehyde and (S)-3-aminopyrrolidine is reacted with 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid in a one-pot reaction, the course of the reaction via the intermediately formed 8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-7-[(S)-3-(3-nitrobenzylideneamino)-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid to give 7-[(S)-3-amino-1-pyrrolidinyl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride can be represented by the following equation: ##STR19##

출처 및 근거

ORD 기록
ord-b9c49b6d642f487a8b46731f4e1e7af0
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05723627

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