Dimethylformamide → 2-(Benzo[1,3]dioxol-5-yloxy)-N-[4-(1-methyl-1-methylcarbamoyl-ethyl)-benzyl]-nicotinamide

HRID 1297599노트

반응식

HRID 1297599 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([O:10][C:11]3[C:16]([C:17]([NH:19][CH2:20][C:21]4[CH:26]=[CH:25][C:24]([C:27]([CH3:32])([CH3:31])[C:28](O)=[O:29])=[CH:23][CH:22]=4)=[O:18])=[CH:15][CH:14]=[CH:13][N:12]=3)=[CH:9][C:4]=2[O:3][CH2:2]1.[CH3:33][N:34](C)C=O.C(Cl)(=O)C(Cl)=O>ClCCl>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([O:10][C:11]3[N:12]=[CH:13][CH:14]=[CH:15][C:16]=3[C:17]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]([CH3:32])([C:28](=[O:29])[NH:34][CH3:33])[CH3:31])=[CH:23][CH:22]=3)=[O:18])=[CH:9][C:4]=2[O:3][CH2:2]1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 98242372-[4-({[2-(Benzo[1,3]dioxol-5-yloxy)-pyridine-3-carbonyl]-amino}-methyl)-phenyl]-2-methyl-propionic acid

생성물 1

HCID 101146022-(Benzo[1,3]dioxol-5-yloxy)-N-[4-(1-methyl-1-methylcarbamoyl-ethyl)-benzyl]-nicotinamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-[4-({[2-(Benzo[1,3]dioxol-5-yloxy)-pyridine-3-carbonyl]-amino}-methyl)-phenyl]-2-methyl-propionic acid (1.00 g) was suspended in anhydrous dichloromethane (20 mL). Anhydrous dimethylformamide (0.02 mL) was added to the suspension, followed by oxalyl chloride (0.391 mL). A 5 mL portion of this 1.15 M solution was transferred to a flame-dried, nitrogen purged round bottom flask. Anhydrous monomethyl amine gas was bubbled in for 5-10 min. The resulting white precipitate was washed with hot dichloromethane, and further purified by silica gel chromatography (ethyl acetate) to yield the title compound (0.127 g).

후처리

  1. customAnhydrous monomethyl amine gas was bubbled in for 5-10 min
  2. washThe resulting white precipitate was washed with hot dichloromethane
  3. customfurther purified by silica gel chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-a25ce743feac4ad4bc8654a4cbb76d44
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07250518B2

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