Diisopropylethylamine → 3,3-Dimethyl-4-(1-phenyl-1H-[1,2,4]triazole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 334034Notes

Reaction equation

HRID 334034 reaction equation
[C:1]1([N:7]2[CH:11]=[N:10][C:9]([C:12]([OH:14])=O)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][NH:25][C:24]([CH3:29])([CH3:28])[CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:12]([C:9]2[N:10]=[CH:11][N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=2)=[O:14])[C:24]([CH3:29])([CH3:28])[CH2:23]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 123160561-Phenyl-1H-1,2,4-triazole-3-carboxylic acidHCID 227103871-Boc-3,3-dimethylpiperazine

Product 1

HCID 866882583,3-Dimethyl-4-(1-phenyl-1H-[1,2,4]triazole-3-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 420 mg (2.22 mmol) 1-phenyl-1H-[1,2,4]-triazole-3-carboxylic acid, 500 mg (2.22 mmol) 3,3-dimethyl-piperazine-1-carboxylic acid tert-butyl ester, 750 mg (2.22 mmol) TBTU and 500 μL (2.91 mmol) DIPEA in 5 mL DMF was stirred at RT for 2 h.

Sources & evidence

ORD record
ord-ab5697bab45846f39ea70a40202b83cf
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

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