(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 232048노트

반응식

HRID 232048 반응식
[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

참가 물질

3

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-6c71886f83b546709b8e37067f8b0f7f
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851418

반응 노트

불러오는 중…