1-Methylpiperazine → HCID 53630353, compound

HRID 1670480Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Br:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][C:13]([N+:19]([O-:21])=[O:20])=[C:12]2[NH:22][C:23]1[CH:28]=[CH:27][C:26](F)=[CH:25][C:24]=1[Cl:30]>CS(C)=O>[Br:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][C:13]([N+:19]([O-:21])=[O:20])=[C:12]2[NH:22][C:23]1[CH:28]=[CH:27][C:26]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[CH:25][C:24]=1[Cl:30]

Participants

Conditions

Temperature: 180 °C

Procedure

5 ml of N-methylpiperazine are added to a solution of 600 mg (1.5 mmol) of (6-bromo-3-nitro-quinolin-4-yl)-(2-chloro-4-fluoro-phenyl)-amine (Example 63b) in 2 ml of DMSO. The reaction is heated at 180° C. for 1 h in a microwave oven (Emrys Optimizer, Personal Chemistry). After this time, the solution is concentrated to dryness and the crude compound is purified by preparative MPLC. Title compound: ES-MS: 476.3, 478.3, 480.3 (M+H)+; analytical HPLC: tret=4.28 minutes (Grad 2).

Workup

concentrationAfter this time, the solution is concentrated to dryness
customthe crude compound is purified by preparative MPLC
custom=4.28 minutes (Grad 2)

Sources & evidence

ORD record: ord-e34b37d4c9c142609cbfffcf21eeae94
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07994170B2

Reaction notes

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