Dichloromethane → Methyl 2-(4-trifluoromethyl-2-pyridyloxy)propionate

HRID 1160716노트

반응식

HRID 1160716 반응식
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([O:9][CH:10]([CH3:14])[C:11]([OH:13])=[O:12])[CH:4]=1.[CH2:17](Cl)Cl>CO.CCCCCC>[F:16][C:2]([F:15])([F:1])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([O:9][CH:10]([CH3:14])[C:11]([O:13][CH3:17])=[O:12])[CH:4]=1

참가 물질

5

반응물 2

HCID 6344DichloromethaneHCID 22270370HCID 22270370, 화합물

생성물 1

HCID 22270664Methyl 2-(4-trifluoromethyl-2-pyridyloxy)propionate

시약·촉매·용매 2

HCID 887Methanol용매HCID 8058Hexane용매

실험 절차

To a solution of 2-(4-trifluoromethyl-2-pyridyloxy)propionic acid (Step A, 15 g, 55 mol) in 100 mL CH2Cl2 and 100 mL MeOH at 0° C. was added trimethylsilydiazomethane (2 M solution in hexane) until a yellow color persisted. After stirring at room temperature for 15 min, the reaction mixture was concentrated to dryness, and the residue was purified by flash chromatography on silica gel eluted with 0 to 10% EtOAc in hexane to give methyl 2-(4-trifluoromethyl-2-pyridyloxy)propionate (10 g), which was used immediately for methylation following the procedure described in Reference Example 39, Step B substituting ethyl iodide with methyl iodide. 1H NMR (500 MHz, CD3OD): δ 8.25 (d, 1H), 7.18 (d, 1H), 7.15 (s, 1H), 3.65 (s, 3H), 1.65 (s, 6H).

후처리

  1. concentrationthe reaction mixture was concentrated to dryness
  2. customthe residue was purified by flash chromatography on silica gel
  3. washeluted with 0 to 10% EtOAc in hexane

출처 및 근거

ORD 기록
ord-9d37507044144abebffe2cb8fa40b3fa
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816534B2

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