2-Dimethylaminopyridine → HCID 22119832、化合物

HRID 1274646ノート

反応式

HRID 1274646 の反応式
[CH3:1][N:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5](=[O:12])[N:4]([C:13]2[CH:14]=[CH:15][C:16]3[S:20][N:19]=[C:18]([C:21]([CH3:26])([CH3:25])[C:22](O)=[O:23])[C:17]=3[CH:27]=2)[C:3]1=[O:28].C(Cl)(=O)C(Cl)=O.C(N[N:39](NC(C)C)[SH:40](=[O:42])=[O:41])(C)C.C([N:49]([CH:53]([CH3:55])[CH3:54])[CH:50]([CH3:52])[CH3:51])C.CN(C1C=CC=CN=1)C>CN(C)C=O.C(Cl)Cl>[CH3:1][N:2]1[C:7]([C:8]([F:9])([F:10])[F:11])=[CH:6][C:5](=[O:12])[N:4]([C:13]2[CH:14]=[CH:15][C:16]3[S:20][N:19]=[C:18]([C:21]([CH3:26])([CH3:25])[C:22]([NH:39][S:40](=[O:42])(=[O:41])[N:49]([CH:53]([CH3:55])[CH3:54])[CH:50]([CH3:52])[CH3:51])=[O:23])[C:17]=3[CH:27]=2)[C:3]1=[O:28]

参加物

8

反応物 5

HCID 218852-DimethylaminopyridineHCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 22119820HCID 22119820、化合物HCID 178458065HCID 178458065、化合物

生成物 1

HCID 22119832HCID 22119832、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

N,N-dimethylformamide (8 drops) is added to a mixture of 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl)-α,α-dimethyl-1,2-benzisothiazole-3-acetic acid (0.800 g, 0.00194 mol) and methylene chloride. The mixture is cooled on an ice bath and oxalyl chloride (2.0 M in methylene chloride, 2.42 ml, 0.00485 mol) is added. The resultant mixture is stirred one hour on an ice bath and concentrated in vacuo. The residue is taken up in tetrahydrofuran. N,N-Diisopropylaminosulfonamide (0.410 g, 0.00278 mol), ethyldiisopropylamine (0.310 g, 0.00240 mol) and dimethylaminopyridine (0.0100 g) are added and the resultant mixture is stirred overnight at room temperature. The mixture is then filtered and the filtrate is concentrated in vacuo to afford a yellow resin. The resin is filtered through silica gel to afford the title compound as a tan resin (0.500 g, 44.8%).

後処理

  1. temperatureThe mixture is cooled on an ice bath
  2. concentrationconcentrated in vacuo
  3. filtrationThe mixture is then filtered
  4. concentrationthe filtrate is concentrated in vacuo
  5. customto afford a yellow resin
  6. filtrationThe resin is filtered through silica gel

出典と根拠

ORDレコード
ord-dc50dde70bab4309bdb77e33ab17a82a
出典データセット
uspto-grants-2000_12
特許番号
US06156700

反応ノート

読み込み中…