Pyridine → 2-[4-(Hexadecyloxy)phenoxy]-N-[2-(2-pyridinyl)ethyl]acetamide

HRID 248000노트

반응식

HRID 248000 반응식
[CH2:1]([O:17][C:18]1[CH:28]=[CH:27][C:21]([O:22][CH2:23][C:24](Cl)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH2:29][CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=1.N1C=CC=CC=1.C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(Cl)(Cl)Cl>[CH2:1]([O:17][C:18]1[CH:28]=[CH:27][C:21]([O:22][CH2:23][C:24]([NH:29][CH2:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=2)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

참가 물질

7

반응물 4

HCID 1049PyridineHCID 759192-PyridineethanamineHCID 516892Sodium BicarbonateHCID 104317244-Hexadecyloxyphenoxyacetic chloride

생성물 1

HCID 197646782-[4-(Hexadecyloxy)phenoxy]-N-[2-(2-pyridinyl)ethyl]acetamide수율 79.1%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

To a 0° C. solution of 2.3 g of product from Example 87 in 50 ml of methylene chloride is added, dropwise, 0.72 g of 2-(2-aminoethyl)pyridine followed by 1.77 g of pyridine. The reaction is stirred at room temperature for 16 hours, poured into chloroform and saturated sodium bicarbonate and extracted with chloroform. The combined chloroform layers are washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel: 75% ethyl acetate/hexane) to give 2.2 g of the desired product as a colorless solid.

후처리

  1. extractionextracted with chloroform
  2. washThe combined chloroform layers are washed with saturated sodium chloride
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customThe residue is purified by column chromatography (silica gel: 75% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-7054c86ec2654997a03c10b7a2e830b2
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208247

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