Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874983, compound

HRID 715269Notes

Reaction equation

HRID 715269 reaction equation
Br[CH2:2][C:3]1[C:13]([Cl:14])=[N:12][CH:11]=[CH:10][C:4]=1[C:5]([O:7]CC)=O.Cl.[CH3:16][C:17]1[CH:18]=[C:19]([CH2:29][NH2:30])[N:20]=[N:21][C:22]=1[O:23][CH2:24][C:25]([F:28])([F:27])[F:26]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:30]([CH2:29][C:19]3[N:20]=[N:21][C:22]([O:23][CH2:24][C:25]([F:28])([F:27])[F:26])=[C:17]([CH3:16])[CH:18]=3)[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89875437HCID 89875437, compound

Product 1

HCID 89874983HCID 89874983, compoundYield 51%

Procedure

The title compound is prepared in 51% yield (170 mg, off white solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (250 mg, 0.90 mmol, Step-1 of Intermediate-1) and (5-methyl-6-(2,2,2-trifluoroethoxy)pyridazin-3-yl)methanamine hydrochloride (230 mg, 0.90 mmol, Amine-50) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-40e13de6b7064ff289f695369e2c6352
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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