Pyridine → n-(4-Chlorobenzyl)-8-fluoro-6-(hydrazinocarbothioyl)-4-hydroxy-3-quinolinecarboxamide

HRID 2289963노트

반응식

HRID 2289963 반응식
[NH2:1][C:2](=[S:26])[C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([F:13])[CH:12]=1)[N:9]=[CH:8][C:7]([C:14]([NH:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)=[O:15])=[C:6]2[OH:25].C1COCC1.C(Cl)Cl.O(C)S(C(F)(F)F)(=O)=O.[N:44]1C=CC=CC=1>>[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][NH:16][C:14]([C:7]2[CH:8]=[N:9][C:10]3[C:5]([C:6]=2[OH:25])=[CH:4][C:3]([C:2]([NH:1][NH2:44])=[S:26])=[CH:12][C:11]=3[F:13])=[O:15])=[CH:19][CH:20]=1

참가 물질

6

반응물 5

HCID 1049PyridineHCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 9526Methyl triflateHCID 178514136HCID 178514136, 화합물

생성물 1

HCID 178514461n-(4-Chlorobenzyl)-8-fluoro-6-(hydrazinocarbothioyl)-4-hydroxy-3-quinolinecarboxamide

실험 절차

To a suspension of the title compound of Example 52 (0.60 g) in 20 mL 1:1 THF:CH2Cl2 at room temperature is added methyl triflate (0.2 mL). The reaction is stirred for 45 minutes after which time everything goes into solution. Pyridine (0.38 mL) is added and then H2S is bubbled in for 1 hour. Nitrogen is then purged through the reaction for 30 minutes. Hydrazine monohydrate (0.28 mL) is added dropwise to the reaction mixture. The reaction is stirred for 1 hour after which time the solution turned from an orange to a pale yellow color and a precipitate is observed. The solid in the reaction is filtered and dried to give the desired product (0.26 g).

후처리

  1. customH2S is bubbled in for 1 hour
  2. customNitrogen is then purged through the reaction for 30 minutes
  3. additionHydrazine monohydrate (0.28 mL) is added dropwise to the reaction mixture
  4. stirringThe reaction is stirred for 1 hour after which time the solution
  5. filtrationThe solid in the reaction is filtered
  6. customdried

출처 및 근거

ORD 기록
ord-7f6fb0c5a4e742329465666b8f73ee2b
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06093732

반응 노트

불러오는 중…