2-Dimethylaminopyridine → HCID 22119832, 화합물

HRID 1274646노트

반응식

HRID 1274646 반응식
[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]

참가 물질

8

반응물 5

HCID 218852-DimethylaminopyridineHCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 22119820HCID 22119820, 화합물HCID 178458065HCID 178458065, 화합물

생성물 1

HCID 22119832HCID 22119832, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-dc50dde70bab4309bdb77e33ab17a82a
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06156700

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