Dabco → Clinafloxacin

HRID 265704

反応式

HRID 265704 の反応式
C(=[O:6])C(C)(C)C.[NH2:7][CH:8]1[CH2:12][CH2:11][NH:10][CH2:9]1.CC(C)(C)C=NC1CCNC1.[Cl:24][C:25]1[C:26](F)=[C:27]([F:41])[CH:28]=[C:29]2[C:34]=1[N:33]([CH:35]1[CH2:37][CH2:36]1)[CH:32]=[C:31]([C:38]([OH:40])=[O:39])[CH2:30]2.N12CCN(CC1)CC2>C(#N)C.CN(C)C=O>[NH2:7][CH:8]1[CH2:12][CH2:11][N:10]([C:26]2[C:25]([Cl:24])=[C:34]3[C:29]([C:30](=[O:6])[C:31]([C:38]([OH:40])=[O:39])=[CH:32][N:33]3[CH:35]3[CH2:37][CH2:36]3)=[CH:28][C:27]=2[F:41])[CH2:9]1

参加物

8

反応物 5

HCID 9237DabcoHCID 12417PivalaldehydeHCID 1644013-AminopyrrolidineHCID 148366043-(2,2-Dimethylpropylideneamino)-pyrrolidineHCID 196949998-Chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-3-quinolinecarboxylic acid

生成物 1

HCID 60063Clinafloxacin

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒2 回

実験手順

0.95 g (11 mmol) of pivalaldehyde are added dropwise to a solution of 0.86 g (10 mmol) of 3-aminopyrrolidine in 10 ml of acetonitrile at room temperature in the course of 5 minutes, during which the temperature rises from 22.5° C. to 27.5° C. The mixture is subseqently stirred for 1 hour and a virtually complete conversion into 3-(2,2-dimethylpropylideneamino)-pyrrolidine is found by checking the reaction by gas chromatography. The mixture is then diluted with 10 ml of acetonitrile and 10 ml of dimethylformamide, 3 g (10 mmol) of 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-3-quinolinecarboxylic acid and 2.2 g (20 mmol) of 1,4-diazabicyclo[2.2.2]octane are added and the mixture is heated under reflux for 1 hour. Work up gives the same result as described under Example 2a).

後処理

  1. customrises from 22.5° C. to 27.5° C
  2. customthe reaction by gas chromatography
  3. additionare added
  4. temperaturethe mixture is heated
  5. temperatureunder reflux for 1 hour
  6. customWork up gives the
  7. customsame result

出典と根拠

ORDレコード
ord-8b0c76d79c4449c39f1349c6d52f9080
出典データセット
uspto-grants-1997_07
特許番号
US05648493

関連ノート

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