2-Butanamine, 1-methoxy- → [4-(4-Methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amine

HRID 1831539Notes

Reaction equation

HRID 1831539 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.[CH3:27][O:28][CH2:29][CH:30]([NH2:33])[CH2:31][CH3:32]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:33][CH:30]([CH2:29][O:28][CH3:27])[CH2:31][CH3:32])[C:10]=2[N+:23]([O-:25])=[O:24])=[C:5]([CH3:26])[CH:4]=1

Participants

3

Reactant 2

HCID 938372-Butanamine, 1-methoxy-HCID 86591987Trifluoro-methanesulfonic acid 4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl-ester

Product 1

HCID 22052119[4-(4-Methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amineYield 40%

Procedure

Trifluoro-methanesulfonic acid 4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl-ester (0.78 g, 1.98 mmol), prepared substantially as described in Part C of Example 67a, and 1-methoxymethyl-propylamine (0.45 g, 4.36 mmol) were treated substantially as described in Part C of Example 67a to produce 27 mg (40%) of [4-(4-methoxy-2-methyl-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amine; MS (EI) m/z 346.33 [(M+H)+, 100].

Workup

  1. additionwere treated substantially

Sources & evidence

ORD record
ord-dbc9f732dea947c88f78745645bd6ad9
Source dataset
uspto-grants-2006_06
Patent number
US07067658B2

Reaction notes

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