Imidazole → HCID 178463970、化合物

HRID 25618

反応式

HRID 25618 の反応式
[CH2:1]([N:3]([CH2:30][CH2:31][OH:32])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH3:29])[S:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:11][CH2:10]1)[CH3:2].N1C=CN=C1.[CH3:38][C:39]([Si:42](Cl)([CH3:44])[CH3:43])([CH3:41])[CH3:40].C([O-])(O)=O.[Na+]>C1(C)C=CC=CC=1.CN(C=O)C>[C:39]([Si:42]([CH3:44])([CH3:43])[O:32][CH2:31][CH2:30][N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH3:29])[S:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)(=[O:17])=[O:18])[CH2:11][CH2:10]1)([CH3:41])([CH3:40])[CH3:38]

参加物

7

反応物 4

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 516892Sodium BicarbonateHCID 178464455HCID 178464455、化合物

生成物 1

HCID 178463970HCID 178463970、化合物収率 10.2%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

400 mg (8.4 mmol) trans-N-(4-{5-[Ethyl-(2-hydroxy-ethyl)-amino]-pentyl}-cyclohexyl)-N-methyl-4-trifluoromethyl-benzenesulfonamide were suspended in toluene and evaporated (3×), redissolved in lml DMF and treated with 102.4 mg (1.5 mmol, 1.8 eq) imidazole. At 0° C., 176 mg (11.7 mmol, 1.4 eq) TBDMSCl in 2 ml DMF were added, and the reaction mixture was stirred at 50° C. for 1 h. The solution was added to an aqueous solution of NaHCO3 and extracted with ether. The organic layer was washed with water and brine, and dried over Na2SO4. 509 mg crude trans-N-[4-(5-{[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-ethyl-amino}-pentyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide were isolated as light yellow oil.

後処理

  1. customevaporated (3×)
  2. dissolutionredissolved in lml DMF
  3. extractionextracted with ether
  4. washThe organic layer was washed with water and brine
  5. dry with materialdried over Na2SO4

出典と根拠

ORDレコード
ord-cc39c75da0944473b4915be6d02ba9a7
出典データセット
uspto-grants-2005_02
特許番号
US06858651B2

関連ノート

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