3-Amino-4-bromo-6-chloropyridazine → 6-Chloro-4-[2-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-pyridazin-3-ylamine

HRID 403394Notes

Reaction equation

HRID 403394 reaction equation
Br[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[N:4][C:3]=1[NH2:9].[F:10][C:11]([F:24])([F:23])[CH2:12][O:13][C:14]1[C:19](B(O)O)=[CH:18][CH:17]=[CH:16][N:15]=1>>[Cl:8][C:6]1[N:5]=[N:4][C:3]([NH2:9])=[C:2]([C:19]2[C:14]([O:13][CH2:12][C:11]([F:23])([F:10])[F:24])=[N:15][CH:16]=[CH:17][CH:18]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 220244193-Amino-4-bromo-6-chloropyridazineHCID 53216590(2-(2,2,2-Trifluoroethoxy)pyridin-3-yl)boronic acid

Product 1

HCID 866984826-Chloro-4-[2-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-pyridazin-3-ylamine

Procedure

The title compound was prepared in analogy to example 1, intermediate b, from 4-bromo-6-chloro-pyridazin-3-ylamine (CAS RN 446273-59-2) and 2-(2,2,2-trifluoroethoxy)pyridine-3-boronic acid (CAS RN 1218790-79-4) after a reaction time of 18 hours. Brown solid (43%). MS (ESI+): m/z=305.041 ([M+H]+).

Sources & evidence

ORD record
ord-3c724b1cba9f4969a4c461f2095cf172
Source dataset
uspto-grants-2014_06
Patent number
US08748434B2

Reaction notes

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