Triethylamine → Methyl 6-[[bis(5-fluoro-2-methylbenzoyl)]amino]pyridine-3-carboxylate

HRID 975874ノート

反応式

HRID 975874 の反応式
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1.C(N([CH2:17][CH3:18])CC)C.[F:19][C:20]1[CH:21]=[CH:22][C:23]([CH3:29])=[C:24]([CH:28]=1)[C:25](Cl)=[O:26]>ClCCl>[F:19][C:20]1[CH:21]=[CH:22][C:17]([CH3:18])=[C:24]([CH:28]=1)[C:25]([N:1]([C:25](=[O:26])[C:24]1[CH:28]=[C:20]([F:19])[CH:21]=[CH:22][C:23]=1[CH3:29])[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1)=[O:26]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 737487Methyl 6-aminonicotinateHCID 27373835-Fluoro-2-methylbenzoyl chloride2 回

生成物 1

HCID 22099733Methyl 6-[[bis(5-fluoro-2-methylbenzoyl)]amino]pyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a mixture of 4.5 g of methyl 6-aminopyridine-3-carboxylate and 5.53 ml of triethylamine in 40 ml of dichloromethane (cooled in an ice bath) is added 6.38 g of 5-fluoro-2-methylbenzoyl chloride in 10 ml of dichloromethane. The mixture is stirred at room temperature under argon for 18 hours and an additional 3.4 g of 5-fluoro-2-methylbenzoyl chloride added. After stirring at room temperature for 3 hours, the mixture is filtered to give 3.0 g of methyl 6-[[bis(5-fluoro-2-methylbenzoyl)]amino]pyridine-3-carboxylate. The filtrate is concentrated to dryness and the residue triturated with hexane and ethyl acetate to give an additional 9.0 g of bis acylated compound.

後処理

  1. stirringAfter stirring at room temperature for 3 hours
  2. filtrationthe mixture is filtered

出典と根拠

ORDレコード
ord-c549931fcc8546abb7115842c90fb6b6
出典データセット
uspto-grants-1997_03
特許番号
US05610156

反応ノート

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