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Diisopropylethylamine → [4-(6-isopropyl-pyridine-2-carbonyl)-2,2-dimethyl-piperazin-1-yl]-(1-phenyl-1H-[1,2,4]triazol-3-yl)-methanone

HRID 334090
Notes
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Reaction equation

HRID 334090 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C:9]1([CH3:26])[NH:14][CH2:13][CH2:12][N:11]([C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH:23]([CH3:25])[CH3:24])[N:18]=2)=[O:16])[CH2:10]1.[C:27]1([N:33]2[CH:37]=[N:36][C:35]([C:38](O)=[O:39])=[N:34]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.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>[CH:23]([C:19]1[N:18]=[C:17]([C:15]([N:11]2[CH2:12][CH2:13][N:14]([C:38]([C:35]3[N:36]=[CH:37][N:33]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:34]=3)=[O:39])[C:9]([CH3:26])([CH3:8])[CH2:10]2)=[O:16])[CH:22]=[CH:21][CH:20]=1)([CH3:24])[CH3:25]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 86688248HCID 86688248, compound

Product 1

HCID 71603380[4-(6-isopropyl-pyridine-2-carbonyl)-2,2-dimethyl-piperazin-1-yl]-(1-phenyl-1H-[1,2,4]triazol-3-yl)-methanone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 55 mg (0.15 mmol) (3,3-dimethyl-piperazin-1-yl)-(6-isopropyl-pyridin-2-yl)-methanone trifluoroacetate, 28 mg (0.15 mmol) 1-phenyl-1H-[1,2,4]-triazole-3-carboxylic acid, 52 mg (0.16 mmol) TBTU and 0.10 mL (0.61 mmol) DIPEA in 1.5 mL DMF was stirred at RT over the weekend. The reaction mixture was purified by HPLC.

Workup

  1. customThe reaction mixture was purified by HPLC

Sources & evidence

ORD record
ord-da60739991184541a3dcdb59907ef49a
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08883789B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes