HCID 57758693、化合物 → HCID 15604366、化合物

HRID 229512ノート

反応式

HRID 229512 の反応式
C(OC([NH:8][C:9]1([CH3:37])[C:13]2([CH2:15][CH2:14]2)[CH2:12][N:11]([C:16]2[C:25]([O:26][CH3:27])=[C:24]3[C:19]([C:20](=[O:35])[C:21]([C:32]([OH:34])=[O:33])=[CH:22][N:23]3[C@@H:28]3[CH2:30][C@@H:29]3[F:31])=[CH:18][C:17]=2[F:36])[CH2:10]1)=O)(C)(C)C>Cl>[NH2:8][C:9]1([CH3:37])[C:13]2([CH2:14][CH2:15]2)[CH2:12][N:11]([C:16]2[C:25]([O:26][CH3:27])=[C:24]3[C:19]([C:20](=[O:35])[C:21]([C:32]([OH:34])=[O:33])=[CH:22][N:23]3[C@@H:28]3[CH2:30][C@@H:29]3[F:31])=[CH:18][C:17]=2[F:36])[CH2:10]1

参加物

3

反応物 1

HCID 57758693HCID 57758693、化合物

生成物 1

HCID 15604366HCID 15604366、化合物収率 92%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

The 7-[7-(tert-butoxycarbonylamino)-7-methyl-5-azaspiro[2.4]heptan-5-yl]-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-8-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid produced in Reference Example 29 (870 mg, 1.676 mmol) was dissolved in concentrated hydrochloric acid (10 mL) in an ice bath, and the mixture was stirred at room temperature for 20 minutes and washed chloroform (20 mL×5). Saturated aqueous solution of sodium hydroxide was added to the aqueous layer in an ice bath to adjust the pH to 12.0, and the pH was further adjusted to 7.4 by adding hydrochloric acid. The solution was extracted with a mixed solution (chloroform:methanol, 10:1) (200 mL×2), and then, with lower layer of a mixed solution (200 mL) (chloroform:methanol:water, 7:3:1). The organic layers were combined and dried with anhydrous sodium sulfate, and the solvent was removed by distillation. The residue was purified by recrystallization from ethanol, and the crystals were dried under reduced pressure to obtain 644 mg (1.535 mmol, 92%) of the title compound as a pale pink powder.

後処理

  1. washwashed chloroform (20 mL×5)
  2. additionSaturated aqueous solution of sodium hydroxide was added to the aqueous layer in an ice bath
  3. additionby adding hydrochloric acid
  4. extractionThe solution was extracted with a mixed solution (chloroform:methanol, 10:1) (200 mL×2)
  5. dry with materialdried with anhydrous sodium sulfate
  6. customthe solvent was removed by distillation
  7. customThe residue was purified by recrystallization from ethanol
  8. customthe crystals were dried under reduced pressure

出典と根拠

ORDレコード
ord-ed2e80cbcbf84f57bfc5a9db402118b1
出典データセット
uspto-grants-2009_07
特許番号
US07563805B2

反応ノート

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