Methanol → 1-[(6-amino-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one

HRID 1926753노트

반응식

HRID 1926753 반응식
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:11][N:12]1[CH2:16][CH:15]([CH2:17][CH2:18][CH3:19])[CH2:14][C:13]1=[O:20].C([O-])=O.[NH4+:24].C1COCC1.CO>[Pd].C(Cl)Cl.CCCCCC>[NH2:24][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:11][N:12]1[CH2:16][CH:15]([CH2:17][CH2:18][CH3:19])[CH2:14][C:13]1=[O:20]

참가 물질

8

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 2723923Ammonium formateHCID 577430091-[(6-chloro-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one

생성물 1

HCID 577430991-[(6-amino-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one수율 60%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 6344Dichloromethane용매HCID 8058Hexane용매

실험 절차

A solution of intermediate x75 (600 mg, 2.04 mmol), ammonium formiate (644 mg, 5 eq, 10.21 mmol) and palladium on charcoal (10% wt, 109 mg, 0.1 mmol) in a 1 to 1 mixture of THF and methanol (20 ml) is allowed to react at ambient temperature for 16 hours. After filtration on celite and solvent evaporation, the crude product is purified using preparative chromatography on silicagel to furnish a crude compound which is recristallized in a mixture of CH2Cl2 and hexane to furnish 1-[(6-amino-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one 283 as a white crystalline product (320 mg).

후처리

  1. customto react at ambient temperature for 16 hours
  2. filtrationAfter filtration
  3. customon celite and solvent evaporation
  4. customthe crude product is purified
  5. customto furnish a crude compound which

출처 및 근거

ORD 기록
ord-e76158f150194c0cb01cfdc5f809b7d3
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183241B2

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