Ammonia → 2-[4-(4-Methylpiperazin-1-yl)phenyl]acetamide

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15]([O:17]C)=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[NH3:19]>>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C:15]([NH2:19])=[O:17])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1

Participants

Reactant 2

HCID 222Ammonia

HCID 59903719Methyl 2-(4-(4-methylpiperazin-1-yl)phenyl)acetate

Product 1

HCID 673828632-[4-(4-Methylpiperazin-1-yl)phenyl]acetamideYield 57%

Procedure

Methyl 2-(4-(4-methylpiperazin-1-yl)phenyl)acetate (0.45 g, 1.81 mmol) in methanolic ammonia (15 ml) was heated at 100° C. in a pressure bomb overnight. Excess MeOH was concentrated under reduced pressure to give the crude compound. This was washed with n-pentane and dried in vacuo to afford 0.24 g (57%) of 2-(4-(4-methylpiperazin-1-yl)phenyl)acetamide as a brown color solid.

Workup

concentrationExcess MeOH was concentrated under reduced pressure
customto give the crude compound
washThis was washed with n-pentane
customdried in vacuo

Sources & evidence

ORD record: ord-49d30c181bb3402b960fb142477dfec5
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067888B2

Reaction notes

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