2,6-Lutidine → N-((1-(2-(1-methylethylsulfonamido)ethyl)piperidin-4-yl)methyl)-3,5-bis(trifluoromethyl)benzamide

HRID 388768ノート

反応式

HRID 388768 の反応式
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12](=[O:27])[C:13]2[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([C:23]([F:26])([F:25])[F:24])[CH:14]=2)[CH2:6][CH2:5]1.N1C(C)=CC=CC=1C.[CH:36]([S:39](Cl)(=[O:41])=[O:40])([CH3:38])[CH3:37].C([O-])(O)=O.[Na+]>C(Cl)Cl.CCOC(C)=O>[CH3:37][CH:36]([S:39]([NH:1][CH2:2][CH2:3][N:4]1[CH2:5][CH2:6][CH:7]([CH2:10][NH:11][C:12](=[O:27])[C:13]2[CH:18]=[C:17]([C:19]([F:21])([F:22])[F:20])[CH:16]=[C:15]([C:23]([F:24])([F:25])[F:26])[CH:14]=2)[CH2:8][CH2:9]1)(=[O:41])=[O:40])[CH3:38]

参加物

7

反応物 4

HCID 79372,6-LutidineHCID 824082-Propanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 57993201N-((1-(2-aminoethyl)piperidin-4-yl)methyl)-3,5-bis(trifluoromethyl)benzamide

生成物 1

HCID 57993269N-((1-(2-(1-methylethylsulfonamido)ethyl)piperidin-4-yl)methyl)-3,5-bis(trifluoromethyl)benzamide

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
-20 °C

実験手順

A solution of N-((1-(2-aminoethyl)piperidin-4-yl)methyl)-3,5-bis(trifluoromethyl)benzamide (70 mg, 0.18 mmol) and 2,6-lutidine (123 μL, 0.882 mmol) in CH2Cl2 (2 mL) was treated with isopropylsulfonyl chloride (49.9 mg, 0.35 mmol). The reaction was stirred overnight and then transferred to a test tube containing saturated aqueous NaHCO3 (4 mL) and EtOAc (4 mL). The biphasic mixture was mixed vigourously and allowed to separate for 15 min. After separation, the mixture was cooled to −20° C. until the aqueous layer was frozen. The organic layer was then poured off and the solvent was removed under reduced pressure at 50° C. The resulting residue was purified by HiTOPs

後処理

  1. customtransferred to a test tube
  2. additionThe biphasic mixture was mixed vigourously
  3. customto separate for 15 min
  4. customAfter separation
  5. temperaturewas frozen
  6. additionThe organic layer was then poured off
  7. customthe solvent was removed under reduced pressure at 50° C
  8. customThe resulting residue was purified by HiTOPs

出典と根拠

ORDレコード
ord-beb4f1eb39b34aa59b00e09638ee17cd
出典データセット
uspto-grants-2013_02
特許番号
US08377968B2

反応ノート

読み込み中…