Water → N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-2-chloroacetamide

HRID 52108

反応式

HRID 52108 の反応式
C(N(CC)CC)C.[N:8]1([CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]([O:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25][NH2:26])[CH:16]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[Cl:27][CH2:28][C:29](Cl)=[O:30].O>C(OCC)(=O)C>[N:8]1([CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]([O:21][CH2:22]/[CH:23]=[CH:24]\[CH2:25][NH:26][C:29](=[O:30])[CH2:28][Cl:27])[CH:16]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

参加物

6

反応物 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 136724732-Buten-1-amine, 4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-, (Z)-

生成物 1

HCID 67725626N-[4-(4-Piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]-2-chloroacetamide収率 73%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

0.54 ml of triethylamine was added to a solution of 1.00 g of 4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenylamine in 20 ml of ethyl acetate, and the resulting mixture was cooled. 0.31 ml of 2-chloroacetyl chloride were then added to the mixture. The reaction mixture was then stirred at room temperature for 1 hour, after which it was mixed with water, and the aqueous mixture was extracted with ethyl acetate. The extract was concentrated by evaporation under reduced pressure, and the residue was purified by column chromatography through silica gel, using a 1:19 by volume mixture of methanol and ethyl acetate as the eluent, to give 0.94 g (yield 73%) of the title compound as an oil.

後処理

  1. temperaturethe resulting mixture was cooled
  2. extractionthe aqueous mixture was extracted with ethyl acetate
  3. concentrationThe extract was concentrated by evaporation under reduced pressure
  4. customthe residue was purified by column chromatography through silica gel
  5. additionby volume mixture of methanol and ethyl acetate as the eluent

出典と根拠

ORDレコード
ord-51964fb84fdc4a97a1a24b02c9b357e6
出典データセット
uspto-grants-1997_04
特許番号
US05616579

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