Ammonia → (R)-4-(5-carbamoyl-4-methyl-thiazol-2-yl)-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide

HRID 908586ノート

反応式

HRID 908586 の反応式
[CH:1]([C:4]1[CH:41]=[CH:40][C:7]([CH2:8][NH:9][C:10]([C@@H:12]2[N:17]([S:18]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=3)(=[O:20])=[O:19])[CH2:16][CH2:15][N:14]([C:31]3[S:32][C:33]([C:37](O)=[O:38])=[C:34]([CH3:36])[N:35]=3)[CH2:13]2)=[O:11])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[NH3:42]>O1CCCC1>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][NH:9][C:10]([C@H:12]2[CH2:13][N:14]([C:31]3[S:32][C:33]([C:37](=[O:38])[NH2:42])=[C:34]([CH3:36])[N:35]=3)[CH2:15][CH2:16][N:17]2[S:18]([C:21]2[CH:22]=[CH:23][C:24]([C:27]([F:28])([F:29])[F:30])=[CH:25][CH:26]=2)(=[O:20])=[O:19])=[O:11])=[CH:40][CH:41]=1)([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 222Ammonia3 回HCID 250558002-[(R)-3-(4-isopropyl-benzylcarbamoyl)-4-(4-trifluoromethyl-benzenesulfonyl)-piperazin-1-yl]-4-methyl-thiazole-5-carboxylic acid

生成物 1

HCID 25055801(R)-4-(5-carbamoyl-4-methyl-thiazol-2-yl)-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of the compound (30 mg) obtained in Example 6 in tetrahydrofuran (0.3 ml) was added, with stirring at room temperature, N,N′-carbonyldiimidazole (10 mg). After stirring at room temperature for 3 hr, 28% aqueous ammonia solution (10 μl) was added. After stirring at room temperature for 2.5 hr, 28% aqueous ammonia solution (10 μl) was added. After stirring at room temperature for 2.5 hr, 28% aqueous ammonia solution (10 μl) was added. After stirring overnight at room temperature, the reaction mixture was partitioned by adding ethyl acetate and saturated aqueous sodium hydrogen carbonate solution. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, filtrated, and concentrated under reduced pressure. The residue was purified by thin layer chromatography (10% methanol/chloroform) to give the title compound (20 mg).

後処理

  1. stirringAfter stirring at room temperature for 3 hr
  2. stirringAfter stirring at room temperature for 2.5 hr
  3. stirringAfter stirring at room temperature for 2.5 hr
  4. stirringAfter stirring overnight at room temperature
  5. customthe reaction mixture was partitioned
  6. additionby adding ethyl acetate and saturated aqueous sodium hydrogen carbonate solution
  7. washThe organic layer was washed successively with water and saturated brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. filtrationfiltrated
  10. concentrationconcentrated under reduced pressure
  11. customThe residue was purified by thin layer chromatography (10% methanol/chloroform)

出典と根拠

ORDレコード
ord-e0ec885b84694d60970ccfaca739c9ca
出典データセット
uspto-grants-2011_09
特許番号
US08017612B2

反応ノート

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