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Potassium Carbonate → 3,5-Dichloro-2-fluoro-4-(3-isopropyl-4-methoxyphenoxy)-6-methoxycarbonylmethylamino-pyridine

HRID 352541
ノート
印刷プレビュー

反応式

HRID 352541 の反応式
[Cl:1][C:2]1[C:3](F)=[N:4][C:5]([F:21])=[C:6]([Cl:20])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH:17]([CH3:19])[CH3:18])[CH:10]=1.Cl.[CH3:24][O:25][C:26](=[O:29])[CH2:27][NH2:28].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.[Cl-].[Na+].O>[Cl:20][C:6]1[C:5]([F:21])=[N:4][C:3]([NH:28][CH2:27][C:26]([O:25][CH3:24])=[O:29])=[C:2]([Cl:1])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH:17]([CH3:19])[CH3:18])[CH:10]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 122755Glycine methyl ester hydrochlorideHCID 227120853,5-Dichloro-2,6-difluoro-4-(3-isopropyl-4-methoxyphenoxy)pyridine

生成物 1

HCID 98881843,5-Dichloro-2-fluoro-4-(3-isopropyl-4-methoxyphenoxy)-6-methoxycarbonylmethylamino-pyridine収率 62%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide
溶媒
HCID 57417360Sodium chloride; water溶媒

実験手順

To a solution of 3,5-dichloro-2,6-difluoro-4-(3-isopropyl-4-methoxyphenoxy)pyridine. (584 mg) and glycine methyl ester hydrochloric acid (220 mg) in DMF (5.0 mL) was added potassium carbonate powder (500 mg) in one portion. The resulting mixture was stirred at ambient temperature for 20 hours. The reaction mixture was diluted with brine, extracted with ethyl acetate (50 mL×2). The combined organic layers were washed with brine (50 mL×3), dried (Na2SO4), and concentrated. Chromatography with ethyl acetate-hexanes (0-50% gradient elution) afforded the title compound as a colorless oil (434 mg, 62%).

後処理

  1. extractionextracted with ethyl acetate (50 mL×2)
  2. washThe combined organic layers were washed with brine (50 mL×3)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-d849c29223244e9db6b6dfd96411e60c
出典データセット
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06747048B2

反応ノート

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