1-(2-Chloroethyl)piperidine → HCID 53307909, compound

HRID 1846637Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[C:5]([NH:7][C:8]1[C:9]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:6].Cl[CH2:25][CH2:26][N:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[C:5]([NH:7][C:8]1[C:9]([N:15]2[CH2:20][CH2:19][N:18]([CH2:25][CH2:26][N:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[CH2:17][CH2:16]2)=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:6]

Participants

Conditions

Temperature: 175 °C

Procedure

A mixture of 0.035 g (0.10 mmol) of 3-chloro-N-(5-chloro-2-piperazin-1-yl-pyridin-3-yl)-benzamide and 0.055 g (0.30 mmol) of 1-(2-chloroethyl)piperidine in acetonitrile (2 mL) is heated at 175° C. in a microwave reactor for 30 minutes. The mixture is cooled to room temperature and purified by preparative reverse phase HPLC to give 0.012 g (26%) of the title compound (107) as a brown oil. [M+H]+=464.2.

Workup

temperatureThe mixture is cooled to room temperature
custompurified by preparative reverse phase HPLC

Sources & evidence

ORD record: ord-4598ee5919a5409dab6a42a6ab004ddd
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952004B2

Reaction notes

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