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

HRID 1831566Notes

Reaction equation

HRID 1831566 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]([NH2:35])[CH3:34]>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:5]=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][N:15]=[C:14]([NH:35][CH:33]([CH3:34])[CH2:32][O:31][CH3:30])[C:13]=1[N+:26]([O-:28])=[O:27]

Participants

3

Reactant 2

HCID 214613791-Methoxypropan-2-amine hydrochlorideHCID 86591993Trifluoro-methanesulfonic acid 4-(2-chloro-4-trifluoromethyl-phenyl)-3-nitro-pyridin-2-yl-ester

Product 1

HCID 22052211[4-(2-Chloro-4-trifluoromethyl-phenyl)-3-nitro-pyridin-2-yl]-(2-methoxy-1-methyl-ethyl)-amineYield 104%

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 2-methoxy-1-methyl-ethylamine HCl (0.28 g, 2.22 mmol) were treated in the same manner as in Part C of Example 19a to produce 0.45 g (100%) of [4-(2-chloro-4-trifluoromethyl-phenyl)-3-nitro-pyridin-2-yl]-(2-methoxy-1-methyl-ethyl)-amine: MS (AP) m/z 389.8 [(M+H)+, 100].

Workup

  1. additionwere treated in the same manner as in Part C of Example 19a

Sources & evidence

ORD record
ord-31a705b683834176a696111eec3fe5c8
Source dataset
uspto-grants-2006_06
Patent number
US07067658B2

Reaction notes

Loading…