tert-Butyl piperazine-1-carboxylate → HCID 21906218, compound

HRID 1247097Notes

Reaction equation

HRID 1247097 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]=[C:12]=[O:13])=[O:4].[C:14]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]>ClCCCl>[C:14]([N:21]1[CH2:22][CH2:23][N:24]([C:12]([NH:11][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:3]([O:2][CH3:1])=[O:4])=[O:13])[CH2:25][CH2:26]1)([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]

Participants

4

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 519494Methyl 2-isocyanatobenzoate

Product 1

HCID 21906218HCID 21906218, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirring solution of 2-methoxycarbonylphenyl isocyanate (5.44 g, 30.71 mmol) in 1,2-dichloroethane (30 mL) was added Boc-piperazine (5.72 g, 30.71 mmol). After 1.5 h, the solvent was removed in vacuo and the solid residue was suspended in diethyl ether with vigorous stirring, then filtered and dried to give 6.15 g (55%) of a white solid. A second crop was isolated by adding hexanes to the mother liquor. The precipitate was again filtered and dried in vacuo to give 3.32 g (30%) of a white solid.

Workup

  1. customthe solvent was removed in vacuo
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-4afc328670db4c56936fbb876ea6652d
Source dataset
uspto-grants-2006_10
Patent number
US07129245B2

Reaction notes

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