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

HRID 72180

反応式

HRID 72180 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-5f2cdd26af564967a8096d121173fb01
出典データセット
uspto-grants-2014_09
特許番号
US08828990B2

関連ノート

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