1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-amino-N-(4-chloropyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide

HRID 69928

反応式

HRID 69928 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH2:8].[NH2:9][C:10]1[C:11]([C:25](O)=[O:26])=[N:12][C:13]([C:17]2[C:22]([F:23])=[CH:21][CH:20]=[CH:19][C:18]=2[F:24])=[C:14]([F:16])[CH:15]=1.C1C=NC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>CN1C(=O)CCC1>[NH2:9][C:10]1[C:11]([C:25]([NH:8][C:3]2[CH:4]=[N:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[O:26])=[N:12][C:13]([C:17]2[C:18]([F:24])=[CH:19][CH:20]=[CH:21][C:22]=2[F:23])=[C:14]([F:16])[CH:15]=1

参加物

6

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 5819323-Amino-4-chloropyridineHCID 592265133-Amino-6-(2,6-difluorophenyl)-5-fluoropicolinic acid

生成物 1

HCID 690415313-amino-N-(4-chloropyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide収率 14%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

To a solution of 4-chloropyridin-3-amine (1.0 equiv.) and 3-amino-6-(2,6-difluorophenyl)-5-fluoropicolinic acid (1.0 equiv.) in NMP (1 M) was added HOAt and EDCI sequentially. The reaction mixture was stirred at room temperature for 2 days. The crude reaction was purified by prep HPLC to give 3-amino-N-(4-chloropyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide (14%). LCMS (m/z): 379.0 (MH+); LC Rt=3.49 min

後処理

  1. customThe crude reaction
  2. customwas purified by prep HPLC

出典と根拠

ORDレコード
ord-c2a9a24737da4afeb34ee92ab5fc4609
出典データセット
uspto-grants-2014_09
特許番号
US08822497B2

関連ノート

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