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

HRID 1297599ノート

反応式

HRID 1297599 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a25ce743feac4ad4bc8654a4cbb76d44
出典データセット
uspto-grants-2007_07
特許番号
US07250518B2

反応ノート

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