1,1'-Carbonyldiimidazole → 1-methyl-1H,4H,5H,6H,7H-pyrazolo(4,3-d)pyrimidine-5,7-dione

HRID 72180

반응식

HRID 72180 반응식
[CH3:1][N:2]1[C:6]([C:7]([NH2:9])=[O:8])=[C:5]([N+:10]([O-])=O)[CH:4]=[N:3]1.C1N=CN([C:18](N2C=NC=C2)=[O:19])C=1>C(#N)C>[CH3:1][N:2]1[C:6]2[C:7](=[O:8])[NH:9][C:18](=[O:19])[NH:10][C:5]=2[CH:4]=[N:3]1

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 18787291-methyl-4-nitro-1H-pyrazole-5-carboxamide

생성물 1

HCID 99422421-methyl-1H,4H,5H,6H,7H-pyrazolo(4,3-d)pyrimidine-5,7-dione수율 91.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

This compound was prepared following the method described in WO2008/071650. To a stirred solution of 1-methyl-4-nitro-1H-pyrazole-5-carboxamide (1.27 g, 9.06 mmol) in acetonitrile (35.6 mL) refluxed at 100° C. was added N,N-carbonyldimidazole (1.91 g, 11.78 mmol, 1.3 eq.) proportion wise over 1 hour. The reaction mixture was stirred at 100° C. under N2 for 18 hours. The resultant precipitate was filtered, rinsed well with cold acetonitrile, and pumped dry on high-vac to yield 1.38 g (91.5%) of a white solid. 1H NMR (DMSO-d6, 500 MHz) δ ppm 11.04 (broad d, 2H), 7.34 (s, 1H), 4.04 (s, 3H).

후처리

  1. customThis compound was prepared
  2. filtrationThe resultant precipitate was filtered
  3. washrinsed well with cold acetonitrile
  4. custompumped dry on high-vac

출처 및 근거

ORD 기록
ord-5f2cdd26af564967a8096d121173fb01
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828990B2

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