Picolinoyl Chloride Hydrochloride → HCID 59577127, 화합물

HRID 2041988노트

반응식

HRID 2041988 반응식
Cl.[C:2]([C:6]1[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=1[O:8][CH:9]1[CH2:13][CH2:12][NH:11][CH2:10]1)([CH3:5])([CH3:4])[CH3:3].Cl.[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25](Cl)=[O:26]>N1C=CC=CC=1>[C:2]([C:6]1[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=1[O:8][CH:9]1[CH2:13][CH2:12][N:11]([C:25]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][N:19]=2)=[O:26])[CH2:10]1)([CH3:5])([CH3:3])[CH3:4]

참가 물질

4

반응물 2

HCID 135033Picolinoyl Chloride HydrochlorideHCID 53409533HCID 53409533, 화합물

생성물 1

HCID 59577127HCID 59577127, 화합물수율 43.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a stirred solution of 3-(2-tert-butylphenoxy)pyrrolidine hydrochloride (0.26 g, 1.00 mmol) in pyridine (2.5 mL) was added picolinoyl chloride hydrochloride (0.20 g, 1.10 mmol) at room temperature. After 16 h the reaction mixture was concentrated under reduced pressure, the residue partitioned between ethyl acetate (50.0 mL) and water (50.0 mL) and separated. The organic layer was washed with saturated sodium chloride (50.0 mL), dried (MgSO4), filtered, and concentrated under reduced pressure. Purification by flash column chromatography (silica gel, 80:20 to 50:50 heptane/ethyl acetate) provided (3-(2-tert-butylphenoxy)pyrrolidin-1-yl)(pyridin-2-yl)methanone (0.14 g, 43%) as a pale yellow oil.

후처리

  1. concentrationAfter 16 h the reaction mixture was concentrated under reduced pressure
  2. customthe residue partitioned between ethyl acetate (50.0 mL) and water (50.0 mL)
  3. customseparated
  4. washThe organic layer was washed with saturated sodium chloride (50.0 mL)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customPurification by flash column chromatography (silica gel, 80:20 to 50:50 heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-83eb8185ef65483aadad863ff41c6b2b
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586571B2

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