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Morpholine → N-methoxy-N-methyl-2-morpholin-4-yl-isonicotinamide

HRID 419196
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HRID 419196 반응식
Cl[C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][N:13]=1)[C:5]([N:7]([O:9][CH3:10])[CH3:8])=[O:6].[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.CC(C)([O-])C.[Na+]>O1CCOCC1.C(OCC)(=O)C.[Pd].C1(=O)C2C(=CC=CC=2)C(=O)C=C1>[CH3:10][O:9][N:7]([CH3:8])[C:5](=[O:6])[C:4]1[CH:11]=[CH:12][N:13]=[C:2]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 8083MorpholineHCID 185068942-Chloro-N-methoxy-N-methylisonicotinamideHCID 23676156Sodium t-butoxide

생성물 1

HCID 57942148N-methoxy-N-methyl-2-morpholin-4-yl-isonicotinamide

시약·촉매·용매 3

HCID 866107791,4-Naphthoquinone palladium(0)촉매HCID 8857Ethyl Acetate
용매
HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2-chloro-N-methoxy-N-methyl-isonicotinamide (800 mg, 4 mmol), morpholine (452 mg, 5.2 mmol), sodium tert-butoxide (500 mg, 5.2 mmol), 1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidene(1,4-naphthoquinone palladium(0) dimer in dioxane (4 mL) was stirred at 80° C. overnight. The mixture was diluted with ethyl acetate, washed with water and purified by flash column to give N-methoxy-N-methyl-2-morpholin-4-yl-isonicotinamide.

후처리

  1. washwashed with water
  2. custompurified by flash column

출처 및 근거

ORD 기록
ord-000824a19cd44d92ad5c1154a859c18f
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093247B2

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