Sodium hydride → Sodium 2-[(1-Cyclohexyl-3-azetidinyl)oxy]-3-pyridine carboxylate

HRID 247252

반응식

HRID 247252 반응식
[CH:1]1([N:7]2[CH2:10][CH:9]([OH:11])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:13]1[N:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=[O:16].[H-].[Na+:23]>CN(C)C=O>[CH:1]1([N:7]2[CH2:8][CH:9]([O:11][C:13]3[C:14]([C:15]([O-:17])=[O:16])=[CH:18][CH:19]=[CH:20][N:21]=3)[CH2:10]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Na+:23]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 762582-Chloronicotinic acidHCID 985853-Azetidinol, 1-cyclohexyl-

생성물 1

HCID 23696211Sodium 2-[(1-Cyclohexyl-3-azetidinyl)oxy]-3-pyridine carboxylate수율 86%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
60 °C

실험 절차

A solution of 105 g (0.68 mole) of 1-cyclohexyl-3-azetidinol and 106 g (0.68 mole) of 2-chloronicotinic acid in 400 ml of dry dimethylformamide was added at a rapid drop to 52 g (1.35 mole) of 60% sodium hydride/mineral oil suspended in 400 ml of dry dimethylformamide at 60° C. Mild exothermic reaction was noted. After stirring for 2 hr at 60° C., the mixture was filtered. The filter cake was washed with ethylacetate and dried at 80° C./2 mm to give 174 g (86%) of crude title compound.

후처리

  1. customMild exothermic reaction
  2. filtrationthe mixture was filtered
  3. washThe filter cake was washed with ethylacetate
  4. customdried at 80° C./2 mm

출처 및 근거

ORD 기록
ord-ce2ab8d714284f7c9e046ad64e1faa0b
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705853

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