Diethyl Ether → HCID 86617821, compound

HRID 1453852Notes

Reaction equation

HRID 1453852 reaction equation
[OH-].[K+].CCOCC.[CH3:8][N:9]([N:16]=O)C(N[N+]([O-])=O)=N.[CH2:18]([O:25][C:26]1[C:27]([C:40]([O:42][CH2:43][CH3:44])=[O:41])=[N:28][N:29]2[CH:34]([C:35](Cl)=[O:36])[CH2:33][N:32]([CH3:38])[C:31](=[O:39])[C:30]=12)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(Cl)Cl>[CH2:18]([O:25][C:26]1[C:27]([C:40]([O:42][CH2:43][CH3:44])=[O:41])=[N:28][N:29]2[CH:34]([C:35](=[O:36])[CH:8]=[N+:9]=[N-:16])[CH2:33][N:32]([CH3:38])[C:31](=[O:39])[C:30]=12)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 3283Diethyl Ether2×HCID 14797Potassium HydroxideHCID 86617820HCID 86617820, compoundHCID 135436526N-Methyl-N'-nitro-N-nitrosoguanidine

Product 1

HCID 86617821HCID 86617821, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring biphasic mixture of 40% aqueous KOH (20 mL) and Et2O (10 mL) at 0° C. was slowly added N-methyl-N-nitroso-N′-nitroguanidine (492 mg, 3.34 mmol). The mixture was stirred for 15 minutes, and the Et2O layer was transferred to a solution of ethyl 3-benzyloxy-7-chlorocarbonyl-5-methyl-4-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylate (262 mg, 0.669 mmol) in CH2Cl2 (10 mL). The reaction was stirred at room temperature for 30 minutes, and the solvent was removed in vacuo to afford the title product. ES MS (M+H)=398.

Workup

  1. stirringThe reaction was stirred at room temperature for 30 minutes
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-a77c8e2d93374da69e41d43b6f82d2ff
Source dataset
uspto-grants-2009_01
Patent number
US07476666B2

Reaction notes

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