Hydrochloric Acid → Olamufloxacin

HRID 1078274ノート

反応式

HRID 1078274 の反応式
[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:13]2[CH2:19][C@@H:18]([NH:20]C(OC(C)(C)C)=O)[C:15]3([CH2:17][CH2:16]3)[CH2:14]2)[C:9]([CH3:28])=[C:8]2[C:3]=1[C:4](=[O:35])[C:5]([C:32]([OH:34])=[O:33])=[CH:6][N:7]2[CH:29]1[CH2:31][CH2:30]1.Cl.[OH-].[K+]>O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:13]2[CH2:19][C@@H:18]([NH2:20])[C:15]3([CH2:16][CH2:17]3)[CH2:14]2)[C:9]([CH3:28])=[C:8]2[C:3]=1[C:4](=[O:35])[C:5]([C:32]([OH:34])=[O:33])=[CH:6][N:7]2[CH:29]1[CH2:31][CH2:30]1

参加物

5

反応物 3

HCID 313Hydrochloric Acid2 回HCID 14797Potassium HydroxideHCID 105529475-amino-7-((S)-7-tert-butoxycarbonylamino-5-azaspiro[2.4]hept-5-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylic acid

生成物 1

HCID 477670Olamufloxacin収率 79.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 8.80 g of 5-amino-7-((S)-7-tert-butoxycarbonylamino-5-azaspiro[2.4]hept-5-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methyl-4-oxoquinoline-3-carboxylic acid, 11 ml of hydrochloric acid was added and then stirred at room temperature for 1.5 hours. To the reaction mixture, a solution of 10.5 g of potassium hydroxide in 32 ml of water was added under ice cooling and resulting mixture was neutralized with 10% hydrochloric acid to pH 8. The deposited crystals were collected by filtration and washed with water. The crystals were diluted with methylene chloride, inorganic substance was filtered off and the resulting filtrate was evaporated. The residue was triturated with diethyl ether to give 5.53 g of the desired compound as yellow crystals. Recrystallization from acetonitrile gave yellow prisms, which was identified as the compound of Example 10.

後処理

  1. customresulting mixture
  2. filtrationThe deposited crystals were collected by filtration
  3. washwashed with water
  4. additionThe crystals were diluted with methylene chloride, inorganic substance
  5. filtrationwas filtered off
  6. customthe resulting filtrate was evaporated
  7. customThe residue was triturated with diethyl ether

出典と根拠

ORDレコード
ord-5654d1657b0040ebaf1e5703e515d85d
出典データセット
uspto-grants-1996_08
特許番号
US05547962

反応ノート

読み込み中…