2,6-Lutidine → 4-tert-butyl-N-[6-chloro-2-(4-isopropyl-5-methoxymethyl-4H-[1,2,4]triazol-3-yl)-pyridin-3-yl]-benzenesulfonamide

HRID 2094211ノート

反応式

HRID 2094211 の反応式
[CH:1]([NH:4][C:5](=O)[CH2:6][O:7][CH3:8])([CH3:3])[CH3:2].O=P(Cl)(Cl)Cl.N1C(C)=CC=CC=1C.[C:23]([C:27]1[CH:32]=[CH:31][C:30]([S:33]([NH:36][C:37]2[C:38]([C:44]([NH:46][NH2:47])=O)=[N:39][C:40]([Cl:43])=[CH:41][CH:42]=2)(=[O:35])=[O:34])=[CH:29][CH:28]=1)([CH3:26])([CH3:25])[CH3:24].CCN(C(C)C)C(C)C>O1CCOCC1.CC#N>[C:23]([C:27]1[CH:28]=[CH:29][C:30]([S:33]([NH:36][C:37]2[C:38]([C:44]3[N:4]([CH:1]([CH3:3])[CH3:2])[C:5]([CH2:6][O:7][CH3:8])=[N:47][N:46]=3)=[N:39][C:40]([Cl:43])=[CH:41][CH:42]=2)(=[O:34])=[O:35])=[CH:31][CH:32]=1)([CH3:26])([CH3:24])[CH3:25]

参加物

8

反応物 5

HCID 79372,6-LutidineHCID 24813Phosphorus oxychlorideHCID 81531DiisopropylethylamineHCID 193536202-Methoxy-N-(propan-2-yl)acetamideHCID 866183534-tert-butyl-N-(6-chloro-2-hydrazinocarbonyl-pyridin-3-yl)-benzenesulfonamide

生成物 1

HCID 866183544-tert-butyl-N-[6-chloro-2-(4-isopropyl-5-methoxymethyl-4H-[1,2,4]triazol-3-yl)-pyridin-3-yl]-benzenesulfonamide

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
40 °C

実験手順

A 25 mL scintillation vial was charged with N-isopropyl-2-methoxyacetamide (132 mg, 1.0 mmol), POCl3 (0.19 mL, 2.0 mmol), 2,6-lutidine (0.30 mL, 2.4 M), and CH3CN (10 mL). The vial was sealed, heated to 40° C., and stirred for four hours. The volatiles were then evacuated in vacuo and to the residue was added 4-tert-butyl-N-(6-chloro-2-hydrazinocarbonyl-pyridin-3-yl)-benzenesulfonamide (193 mg, 0.5 mmol), DIPEA (2.0 mL), and dioxane (2.0 mL). The vial was sealed, heated to 130° C., and stirred for two hours. The volatiles was then evacuated in vacuo, and the residue was purified via automated silica gel chromatography and then preparative HPLC to afford 4-tert-butyl-N-[6-chloro-2-(4-isopropyl-5-methoxymethyl-4H-[1,2,4]triazol-3-yl)-pyridin-3-yl]-benzenesulfonamide as a white powder: MS (ES) M+H expected 478.2. found 478.1.

後処理

  1. customThe vial was sealed
  2. customThe volatiles were then evacuated in vacuo and to the residue
  3. customThe vial was sealed
  4. temperatureheated to 130° C.
  5. stirringstirred for two hours
  6. customThe volatiles was then evacuated in vacuo
  7. customthe residue was purified

出典と根拠

ORDレコード
ord-4926adff082d4e4391418707ee372752
出典データセット
uspto-grants-2013_05
特許番号
US08445518B2

反応ノート

読み込み中…