4-Aminopyridine → HCID 60004117, 화합물

HRID 2183467

반응식

HRID 2183467 반응식
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]

참가 물질

7

반응물 3

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

생성물 1

HCID 60004117HCID 60004117, 화합물수율 103.2%

시약·촉매·용매 3

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 6344Dichloromethane용매HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-73a443b1df5f4abd86a7984885efeef0
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900210B2

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