Hydrochloric Acid → 1-[3-(4-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-phenyl)-prop-2-ynyl]-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

HRID 1253772ノート

反応式

HRID 1253772 の反応式
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH2:15][C:16]#[C:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[O:28][N:27]=[C:26]([CH3:29])[C:25]=3[NH:30][C:31]([O:33][CH:34]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[Cl:42])[CH3:35])=[O:32])=[CH:20][CH:19]=2)[C:10]=1[C:11]([F:14])([F:13])[F:12])=[O:5])C.CO.[OH-].[Li+].Cl>O>[Cl:42][C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=1[CH:34]([O:33][C:31]([NH:30][C:25]1[C:26]([CH3:29])=[N:27][O:28][C:24]=1[C:21]1[CH:20]=[CH:19][C:18]([C:17]#[C:16][CH2:15][N:9]2[C:10]([C:11]([F:14])([F:13])[F:12])=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]2)=[CH:23][CH:22]=1)=[O:32])[CH3:35]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 685296471-[3-(4-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-phenyl)-prop-2-ynyl]-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester

生成物 1

HCID 462398851-[3-(4-{4-[1-(2-Chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-phenyl)-prop-2-ynyl]-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 1-[3-(4-{4-[1-(2-chloro-phenyl)-ethoxycarbonylamino]-3-methyl-isoxazol-5-yl}-phenyl)-prop-2-ynyl]-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (0.155 g, 0.26 mmol) in 2:1 MeOH:H2O (3 mL) was added lithium hydroxide (0.033 g, 0.79 mmol), and the reaction was stirred overnight at room temperature. The mixture was acidified with 1N aqueous HCl and extracted with EtOAc, and the combined organic layers were dried, filtered, and concentrated. The residue was purified by preparative HPLC to give the title compound. Mass spec. data (M+H)=573.

後処理

  1. extractionextracted with EtOAc
  2. customthe combined organic layers were dried
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-d2eb65d0c7e34f5b98fb68ed7de6226b
出典データセット
uspto-grants-2013_06
特許番号
US08455499B2

反応ノート

読み込み中…