Diisopropylethylamine → HCID 178499164, compound

HRID 589210Notes

Reaction equation

HRID 589210 reaction equation
[N:1]1([C:7]2[NH:8][C:9]([C:12]([O:14][CH3:15])=[O:13])=[N:10][N:11]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:16](C(OC(C)(C)C)=O)[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=O.CCN(C(C)C)C(C)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:15][O:14][C:12]([C:9]1[NH:8][C:7]([N:1]2[CH2:6][CH2:5][N:4]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:16])[CH2:3][CH2:2]2)=[N:11][N:10]=1)=[O:13]

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 90495Di-tert-butyl dicarbonateHCID 178499163HCID 178499163, compound

Product 1

HCID 178499164HCID 178499164, compoundYield 42%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 5-(piperazin-1-yl)-4H-1,2,4-triazole-3-carboxylate (1.0 g, 4.44 mmols) in DCM (10 mL) was added (BOC)2O (0.970 g, 4.44 mmol), DMAP (0.050 g, 0.41 mmol), DIEA (3.9 mL, 22.4 mmol). The reaction was stirred at RT overnight. Reaction concentrated and ISCO purification (0-5% MeOH in DCM) to obtain tert-butyl 4-(5-(methoxycarbonyl)-4H-1,2,4-triazol-3-yl)piperazine-1-carboxylate (0.580 g).

Workup

  1. customReaction
  2. concentrationconcentrated
  3. customISCO purification (0-5% MeOH in DCM)

Sources & evidence

ORD record
ord-2de0532ec0174a7f814b588e2e0f8fa0
Source dataset
uspto-grants-2016_01
Patent number
US09227971B2

Reaction notes

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