1-Cyclopropylbutan-1-amine hydrochloride → (1-Cyclopropyl-butyl)-[4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]amine

HRID 1831535Notes

Reaction equation

HRID 1831535 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][N:12]=[C:11](OS(C(F)(F)F)(=O)=O)[C:10]=2[N+:23]([O-:25])=[O:24])=[C:5]([CH3:26])[CH:4]=1.Cl.[CH:28]1([CH:31]([NH2:35])[CH2:32][CH2:33][CH3:34])[CH2:30][CH2:29]1>>[CH:28]1([CH:31]([NH:35][C:11]2[C:10]([N+:23]([O-:25])=[O:24])=[C:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[CH3:26])[CH:14]=[CH:13][N:12]=2)[CH2:32][CH2:33][CH3:34])[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 696580151-Cyclopropylbutan-1-amine hydrochlorideHCID 86591987Trifluoro-methanesulfonic acid 4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl-ester

Product 1

HCID 22052199(1-Cyclopropyl-butyl)-[4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]amineYield 50%

Procedure

Trifluoro-methanesulfonic acid 4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl-ester (0.764 g, 1.95 mmol), prepared substantially as described in Part C of Example 67a, and 1-cylcopropyl-butyl amine HCl (0.580 g, 3.9 mmol) were treated substantially as described in Part C of Example 67a to produce 0.230 g (50%) of (1-cyclopropyl-butyl)-[4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]amine.

Workup

  1. additionwere treated substantially

Sources & evidence

ORD record
ord-d5da215678674174896bfbac2927be19
Source dataset
uspto-grants-2006_06
Patent number
US07067658B2

Reaction notes

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