(S)-1-Cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester → (S)-7-[3-(Amino)-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester

HRID 232048ノート

反応式

HRID 232048 の反応式
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:28])=[C:11]([N:15]4[CH2:19][CH2:18][C@H:17]([NH:20]C(OC(C)(C)C)=O)[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:29])[C:6]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:5]2)[CH2:3][CH2:2]1>FC(F)(F)C(O)=O>[NH2:20][C@H:17]1[CH2:18][CH2:19][N:15]([C:11]2[C:12]([F:14])=[C:13]3[C:8]([C:7](=[O:29])[C:6]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:5][N:4]3[CH:1]3[CH2:2][CH2:3]3)=[CH:9][C:10]=2[F:28])[CH2:16]1

参加物

3

反応物 1

HCID 14555482(S)-1-Cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester

生成物 1

HCID 14555485(S)-7-[3-(Amino)-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester収率 94.3%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of 23.9 g (50 mmol) of (S)-1-cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid, ethyl ester in 150 ml of trifluoroacetic acid was stirred at room temperature for four hours. The solvent was removed in vacuo and the residue was triturated with 5% sodium bicarbonate. The solid was removed by filtration, washed 5% sodium bicarbonate, water and dried in vacuo to give 17.8 g of the title compound, mp 227°-228°.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was triturated with 5% sodium bicarbonate
  3. customThe solid was removed by filtration
  4. washwashed 5% sodium bicarbonate, water
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-6c71886f83b546709b8e37067f8b0f7f
出典データセット
uspto-grants-1989_07
特許番号
US04851418

反応ノート

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