Triethylamine → benzyl 4-(N,N'-bis{[(2-methyl-2-propanyl)oxy]carbonyl}carbamimidoyl)-1-piperazinecarboxylate

HRID 1053825Notes

Reaction equation

HRID 1053825 reaction equation
[CH3:1][C:2]([O:5][C:6]([NH:8][C:9]([N:18]1[CH:22]=CC=N1)=[N:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:7])([CH3:4])[CH3:3].C(N(CC)CC)C.[N:30]1([C:36]([O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:37])[CH2:35]CN[CH2:32][CH2:31]1>CO>[CH3:1][C:2]([O:5][C:6]([NH:8][C:9]([N:18]1[CH2:32][CH2:31][N:30]([C:36]([O:38][CH2:39][C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)=[O:37])[CH2:35][CH2:22]1)=[N:10][C:11]([O:13][C:14]([CH3:16])([CH3:17])[CH3:15])=[O:12])=[O:7])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 643495Benzyl piperazine-1-carboxylateHCID 4428040N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine

Product 1

HCID 131736303benzyl 4-(N,N'-bis{[(2-methyl-2-propanyl)oxy]carbonyl}carbamimidoyl)-1-piperazinecarboxylateYield 50.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following the procedure described in Example 7, the reaction of N,N′-bis{[(2-methyl-2-propanyl)oxy]carbonyl}-1H-pyrazole-1-carboximidamide (0.25 g, 1.1 mmol), triethylamine (0.5 mL, 3.4 mmol) and benzyl piperazine-1-carboxylate (0.422 g, 1.36 mmol) in methanol (10 mL) gave the title compound (0.256 g, 50%) as a colorless liquid.

Sources & evidence

ORD record
ord-a2f73f0610154e7193e75d0596ef9244
Source dataset
uspto-grants-2016_07
Patent number
US09394250B2

Reaction notes

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