1,2-Dichloroethane → HCID 86625527, 화합물

HRID 2265973노트

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HRID 2265973 반응식
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[C:5](C(O)=O)=[CH:4][N:3]=1.Cl.[CH3:16][NH:17][O:18][CH3:19].CN1CCOCC1.C(Cl)CCl>C(Cl)Cl>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([N:17]([CH3:16])[O:18][CH3:19])=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:10]=1

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27833826-Chloro-4-(trifluoromethyl)nicotinic acid

생성물 1

HCID 86625527HCID 86625527, 화합물수율 85.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a solution of 6-chloro-4-trifluoromethyl-nicotinic acid (0.9 g, 3.99 mmol) in methylene chloride were added N,O-dimethylhydroxylamine HCl (0.39 g, 1.0 eq), NMM (0.44 ml), and EDC (0.768 g) at 0° C. and the reaction mixture was stirred at 0° C. for 2 hrs. The reaction mixture was extracted with methylene chloride, and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=4/1) to give the product (0.824 g, 76.9%).

후처리

  1. extractionThe reaction mixture was extracted with methylene chloride
  2. washwashed with water and brine
  3. dry with materialThe organic layer was dried over anhydrous MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by column chromatography (Hex/EtOAc=4/1)

출처 및 근거

ORD 기록
ord-87fbfa72fa6c4388b79a5ddb4786f307
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858621B2

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