1-Methoxypropan-2-amine hydrochloride → (2-Methoxy-1-methyl-ethyl)-[4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]amine

HRID 1831536Notes

Reaction equation

HRID 1831536 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.[CH3:28][O:29][CH2:30][CH:31]([NH2:33])[CH3:32]>>[CH3:28][O:29][CH2:30][CH:31]([NH:33][C:11]1[C:10]([N+:23]([O-:25])=[O:24])=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[CH3:26])[CH:14]=[CH:13][N:12]=1)[CH3:32]

Participants

3

Reactant 2

HCID 214613791-Methoxypropan-2-amine hydrochlorideHCID 86591987Trifluoro-methanesulfonic acid 4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl-ester

Product 1

HCID 22052193(2-Methoxy-1-methyl-ethyl)-[4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]amineYield 54%

Procedure

Trifluoro-methanesulfonic acid 4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl-ester (0.332 g, 0.74 mmol), prepared substantially as described in Part C of Example 67a, and 2-methoxy-1-methyl-ethylamine HCl (0.263 g, 67 mmol) were treated substantially as described in Part C of Example 67a to produce 0.120 g (54%) of (2-methoxy-1-methyl-ethyl)-[4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]amine; MS(AP) m/z 332.1 [(M+H)+, 94].

Workup

  1. additionwere treated substantially

Sources & evidence

ORD record
ord-fb6114e8092f478189950993b0d15517
Source dataset
uspto-grants-2006_06
Patent number
US07067658B2

Reaction notes

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