1-methoxymethyl-propylamine HCl → [4-(2-Chloro-4-trifluoromethyl-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amine

HRID 1831568Notes

Reaction equation

HRID 1831568 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][N:15]=[C:14](OS(C(F)(F)F)(=O)=O)[C:13]=1[N+:26]([O-:28])=[O:27].Cl.[CH3:30][O:31][CH2:32][CH:33]([NH2:36])[CH2:34][CH3:35]>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:5]=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][N:15]=[C:14]([NH:36][CH:33]([CH2:32][O:31][CH3:30])[CH2:34][CH3:35])[C:13]=1[N+:26]([O-:28])=[O:27]

Participants

3

Reactant 2

HCID 220520451-methoxymethyl-propylamine HClHCID 86591993HCID 86591993, compound

Product 1

HCID 22052174[4-(2-Chloro-4-trifluoromethyl-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amineYield 89.2%

Procedure

Trifluoro-methanesulfonic acid 4-(2-chloro-4-trifluoromethyl-phenyl)-3-nitro-pyridin-2-yl-ester (0.50 g, 1.11 mmol), prepared substantially as described in Part C of Example 19a, and 1-methoxymethyl-propylamine HCl (0.31 g, 2.22 mmol) were treated substantially as described in Part C of Example 19a to produce 0.40 g (89%) of [4-(2-chloro-4-trifluoromethyl-phenyl)-3-nitro-pyridin-2-yl]-(1-methoxymethyl-propyl)-amine: MS (AP) m/z 403.8 [(M+H)+, 98].

Workup

  1. additionwere treated substantially

Sources & evidence

ORD record
ord-ee7a8220a4a4444593a7a903854dfc70
Source dataset
uspto-grants-2006_06
Patent number
US07067658B2

Reaction notes

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