1-Methylpiperazine → Phenylmethyl α,α,4-trimethyl-1-piperazinepropanoate

HRID 2375839Notes

Reaction equation

[CH2:1]([O:8][C:9](=[O:20])[C:10]([CH3:19])([CH3:18])[CH2:11][N:12]1[CH2:17][CH2:16]C[CH2:14][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][N:22]1CCNCC1>>[CH3:18][C:10]([CH3:19])([CH2:11][N:12]1[CH2:17][CH2:16][N:22]([CH3:21])[CH2:14][CH2:13]1)[C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:20]

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 58710084HCID 58710084, compound

Product 1

HCID 58710079Phenylmethyl α,α,4-trimethyl-1-piperazinepropanoate

Procedure

The procedure for benzyl-2,2-dimethyl-3-piperidin-1-ylpropanoate was followed except for replacing piperidine with 1-methylpiperazine. Purification via silica gel chromatography (5% EtOAc in hexane) afforded the title compound as a yellow oil. MS (ES+): m/z: 291.20 (100) [MH+]. HPLC: tr=2.08 min (ZQ2000: polar—5 min). 1H NMR (400 MHz, CDCl3): δ=1.18 (s, 6H), 2.09 (s, 3H), 2.23-2.33 (m, 4H), 2.39-2.50 (m, 6H), 5.11 (s, 2H) 7.31-7.36 (m, 5H)

Workup

customPurification via silica gel chromatography (5% EtOAc in hexane)

Sources & evidence

ORD record: ord-939050c4fad34c24848925d0c6915201
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07465726B2

Reaction notes

Loading…