tert-Butyl piperazine-1-carboxylate → HCID 66729139, compound

HRID 1930381Notes

Reaction equation

HRID 1930381 reaction equation
[C:1]([C:5]1[N:10]=[C:9](Cl)[C:8]([C:12]([O-:14])=[O:13])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[N:15]1([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>CN1C(=O)CCC1>[C:24]([O:23][C:21]([N:15]1[CH2:20][CH2:19][N:18]([C:9]2[C:8]([C:12]([OH:14])=[O:13])=[CH:7][N:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[N:10]=2)[CH2:17][CH2:16]1)=[O:22])([CH3:27])([CH3:25])[CH3:26]

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 86620168HCID 86620168, compound

Product 1

HCID 66729139HCID 66729139, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Using a procedure analogous to Example B40, 2-tert-butyl-4-chloropyrimidine-5-carboxylate from Example B40 (0.30 g, 1.24 mmol) and tert-butyl piperazine-1-carboxylate (1.15 g, 6.18 mmol) in presence of NMP (catalytic amount) were combined to afford 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-2-tert-butylpyrimidine-5-carboxylic acid (0.36 g, 80% yield). MS (ESI) m/z: 365.0 (M+H+).

Sources & evidence

ORD record
ord-782a7da89aef46e5ad9dda02d65d6141
Source dataset
uspto-grants-2012_05
Patent number
US08188113B2

Reaction notes

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