1,2-Benzenediamine, N,N-dimethyl- → HCID 67320248, compound

HRID 1025836Notes

Reaction equation

HRID 1025836 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[C:11](N1C2C(=CC=CC=2)CCC1)=[O:12].[CH3:28][N:29]([CH3:37])[C:30]1[C:31]([NH2:36])=[CH:32][CH:33]=[CH:34][CH:35]=1>>[Cl:1][C:2]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:3]=1[O:4][C:5]1[C:6]([C:11]([NH:36][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[N:29]([CH3:37])[CH3:28])=[O:12])=[CH:7][N:8]=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 760831,2-Benzenediamine, N,N-dimethyl-HCID 53311781[4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanone

Product 1

HCID 67320248HCID 67320248, compound

Procedure

The title compound was prepared in analogy to Example 1, from 4-(2,5-dichloro-phenoxy)-nicotinic acid (Example 1, intermediate) and N,N-dimethylbenzene-1,2-diamine (commercially available, CAS RN 2836-03-5). The compound was purified by preparative HPLC (Phenomenex Gemini column) using a gradient of acetonitrile:water (containing 0.05% formic acid) (10:90 to 98:2). Light brown foam (71%). MS (ESI): m/z=402.078 [M+H]+.

Workup

  1. customThe compound was purified by preparative HPLC (Phenomenex Gemini column)

Sources & evidence

ORD record
ord-9218e710cf064f9b9c242ef9ca60a686
Source dataset
uspto-grants-2014_05
Patent number
US08729091B2

Reaction notes

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