Dimethyl Sulfoxide → Trifluoroacetic acid

HRID 12415노트

반응식

HRID 12415 반응식
C1(O[C:8](=[O:27])[NH:9][C:10]2[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])=[C:16]3[C:11]=2[CH:12]=[CH:13][N:14]=[CH:15]3)C=CC=CC=1.Cl.[F:29][C:30]1[CH:31]=[C:32]([CH:38]=[C:39]([F:41])[CH:40]=1)[O:33][CH2:34][CH:35]([NH2:37])[CH3:36].CS(C)=[O:44].C(N(CC)C(C)C)(C)C>C(OCC)(=O)C>[F:23][C:22]([F:25])([F:24])[C:21]([OH:26])=[O:33].[OH:44][C:21]([C:22]([F:25])([F:24])[F:23])=[O:26].[F:29][C:30]1[CH:31]=[C:32]([CH:38]=[C:39]([F:41])[CH:40]=1)[O:33][CH2:34][CH:35]([NH:37][C:8]([NH:9][C:10]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:26])[C:22]([F:23])([F:24])[F:25])=[C:16]2[C:11]=1[CH:12]=[CH:13][N:14]=[CH:15]2)=[O:27])[CH3:36]

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 81531DiisopropylethylamineHCID 231340121-(3,5-Difluorophenoxy)propan-2-amine hydrochlorideHCID 860430848-(Trifluoroacetylamino)isoquinolin-5-ylcarbamic acid phenyl ester

생성물 2

HCID 6422Trifluoroacetic acid수율 0.1%HCID 86609358HCID 86609358, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To 8-(trifluoroacetylamino)isoquinolin-5-ylcarbamic acid phenyl ester (35 mg) were added 2-(3,5-difluorophenoxy)-1-methylethylamine hydrochloride (22 mg) obtained in Example 52 as a synthetic intermediate, dimethyl sulfoxide (1 ml) and N,N-diisopropylethylamine (81 μl), and the mixture was stirred at room temperature for 30 min. The reaction mixture was diluted with ethyl acetate and, after washing with water, the solvent was evaporated. The obtained crude product was purified by reversed-phase high performance liquid chromatography (reversed-phase HPLC) (water-acetonitrile, each containing 0.1% trifluoroacetic acid (TFA)) to give N-[2-(3,5-difluorophenoxy)-1-methylethyl]-N′-[8-(trifluoroacetylamino)isoquinolin-5-yl]urea TFA salt (13.7 mg).

후처리

  1. washafter washing with water
  2. customthe solvent was evaporated
  3. customThe obtained crude product
  4. customwas purified by reversed-phase high performance liquid chromatography (reversed-phase HPLC) (water-acetonitrile

출처 및 근거

ORD 기록
ord-8e334d07d49a400c969557c248621aab
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728005B2

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