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

HRID 2289963ノート

反応式

HRID 2289963 の反応式
[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

参加物

6

反応物 5

HCID 1049PyridineHCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 9526Methyl triflateHCID 178514136HCID 178514136、化合物

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7f6fb0c5a4e742329465666b8f73ee2b
出典データセット
uspto-grants-2000_07
特許番号
US06093732

反応ノート

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