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Hydrochloric Acid → Finafloxacin hydrochloride

HRID 367017
ノート
印刷プレビュー

反応式

HRID 367017 の反応式
[C:1]([C:3]1[C:4](F)=[C:5]([F:22])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:15][CH2:14]1)[CH:10]=[C:9]([C:16]([O:18]CC)=[O:17])[C:8]2=[O:21])#[N:2].[C@H:24]12[CH2:32][NH:31][CH2:30][C@@H:29]1[NH:28][CH2:27][CH2:26][O:25]2.O.[OH-].[Li+].[ClH:36]>C(#N)C.O.C(N(CC)CC)C>[ClH:36].[C:1]([C:3]1[C:4]([N:31]2[CH2:32][C@H:24]3[C@@H:29]([NH:28][CH2:27][CH2:26][O:25]3)[CH2:30]2)=[C:5]([F:22])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:14][CH2:15]1)[CH:10]=[C:9]([C:16]([OH:18])=[O:17])[C:8]2=[O:21])#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 15069982(4aS,7aS)-octahydropyrrolo[3,4-b][1,4]oxazineHCID 18417531Ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

生成物 1

HCID 11662028Finafloxacin hydrochloride

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6342Acetonitrile溶媒
HCID 8471Triethylamine溶媒

実験手順

200 mg (0.63 mmol) of ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate are stirred under argon at 40-45° C. for 2 hours with 97 mg (0.75 mmol) of (1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]nonane and 0.17 ml of triethylamine in 3 ml of acetonitrile. All volatile components are removed in vacuo, the residue is treated with water, insoluble material is filtered off and the filtrate is extracted with dichloromethane. The organic phase is dried over sodium sulphate and then concentrated in vacuo. The resulting residue is dissolved in 6 ml of tetrahydrofuran and 2 ml of water and treated with 30 mg (0.72 mmol) of lithium hydroxide monohydrate. After stirring at room temperature for 16 hours, (he mixture is acidified with dil. hydrochloric acid and the resulting precipitate is filtered off with suction and dried.

後処理

  1. customAll volatile components are removed in vacuo
  2. additionthe residue is treated with water, insoluble material
  3. filtrationis filtered off
  4. extractionthe filtrate is extracted with dichloromethane
  5. dry with materialThe organic phase is dried over sodium sulphate
  6. concentrationconcentrated in vacuo
  7. dissolutionThe resulting residue is dissolved in 6 ml of tetrahydrofuran
  8. filtrationthe resulting precipitate is filtered off with suction
  9. customdried

出典と根拠

ORDレコード
ord-8563ce5c712b43a0a3059b355b1dcd76
出典データセット
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06133260

反応ノート

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