4-Aminopyridine → HCID 60004117、化合物

HRID 2183467

反応式

HRID 2183467 の反応式
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12](Br)[CH:11]=1)[CH3:9])(C)(C)C.[NH2:18][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>COCCOC.C(Cl)Cl.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[NH2:7][C@H:8]([C:10]1[CH:11]=[C:12]([NH:18][C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)[CH:13]=[CH:14][CH:15]=1)[CH3:9]

参加物

7

反応物 3

HCID 17274-AminopyridineHCID 62657Potassium Phosphate, TribasicHCID 56971804(S)-N-Boc-1-(3-bromophenyl)ethylamine

生成物 1

HCID 60004117HCID 60004117、化合物収率 103.2%

試薬・触媒・溶媒 3

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 6344Dichloromethane溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

A mixture of (S)-[1-(3-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (3 g), 4-aminopyridine (1.88 g), Pd2(dba)3 (915 mg), di-t-butylbiphenylphosphine (298 mg), K3PO4 (4.24 g) in DME (20 mL) was stirred under reflux for 24 h. The reaction mixture was cooled down to room temperature, diluted with methylene chloride, filtered and concentrated in vacuo. The resulting residue was purified by flash chromatography using Biotage eluting with 5% MeOH in ethyl acetate to give the desired product (2.2 g) as a solid.

後処理

  1. temperatureunder reflux for 24 h
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe resulting residue was purified by flash chromatography
  5. washeluting with 5% MeOH in ethyl acetate

出典と根拠

ORDレコード
ord-73a443b1df5f4abd86a7984885efeef0
出典データセット
uspto-grants-2005_05
特許番号
US06900210B2

関連ノート

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