Picolinoyl Chloride Hydrochloride → HCID 59577127、化合物

HRID 2041988ノート

反応式

HRID 2041988 の反応式
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]

参加物

4

反応物 2

HCID 135033Picolinoyl Chloride HydrochlorideHCID 53409533HCID 53409533、化合物

生成物 1

HCID 59577127HCID 59577127、化合物収率 43.2%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-83eb8185ef65483aadad863ff41c6b2b
出典データセット
uspto-grants-2013_11
特許番号
US08586571B2

反応ノート

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