Dimethyl Sulfoxide → Trifluoroacetic acid

HRID 12415ノート

反応式

HRID 12415 の反応式
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]

参加物

7

反応物 4

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

生成物 2

HCID 6422Trifluoroacetic acid収率 0.1%HCID 86609358HCID 86609358、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8e334d07d49a400c969557c248621aab
出典データセット
uspto-grants-2010_06
特許番号
US07728005B2

反応ノート

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