Ethanol → HCID 178437885, compound

HRID 1600799Notes

Reaction equation

HRID 1600799 reaction equation
[Na].C(OC(C[N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[CH:9]1)=O)C.[CH:17]1([N:22]2[C:26]([NH2:27])=[C:25]([C:28]([NH2:30])=[O:29])[C:24]([CH2:31][CH3:32])=[N:23]2)[CH2:21][CH2:20][CH2:19][CH2:18]1.O.[CH2:34](O)[CH3:35]>C(O)(=O)C>[CH:17]1([N:22]2[C:26]3=[N:27][C:34]([CH2:35][C:9]4[NH:8][C:12]5[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=5[N:10]=4)=[N:30][C:28](=[O:29])[C:25]3=[C:24]([CH2:31][CH3:32])[NH:23]2)[CH2:18][CH2:19][CH2:20][CH2:21]1

Participants

7

Reactant 5

HCID 702EthanolHCID 962WaterHCID 1714171H-Benzimidazole-1-acetic acid, ethyl esterHCID 5360545SodiumHCID 224493525-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamide

Product 1

HCID 178437885HCID 178437885, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Sodium (338 mg) was dissolved in ethanol (30 mL) and 1-(ethoxycarbonylmethyl)benzimidazole (3.0 g, 14.7 mmol) and 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (1.6 g) were added. The reaction mixture was refluxed overnight, the solvent was stripped and the residue was treated with water and acetic acid. A precipitate formed which was collected by filtration and washed with water to afford 1.96 g (75%) of 1-cyclopentyl-3-ethyl-6-[1-benzimidazolylmethyl]pyrazolo-[3,4-d]pyrimidin-4-one, m.p. 256-259° C.

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. customA precipitate formed which
  3. filtrationwas collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-e7ce6c629daa42dcb4afd3ba2039039d
Source dataset
uspto-grants-1999_11
Patent number
US05977118

Reaction notes

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