Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874309, compound

HRID 715286Notes

Reaction equation

HRID 715286 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[N:22]=[C:21]([CH2:23][NH2:24])[CH:20]=[N:19][C:18]=1[O:25][CH2:26][C:27]([F:30])([F:29])[F:28]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:24]([CH2:23][C:21]3[CH:20]=[N:19][C:18]([O:25][CH2:26][C:27]([F:30])([F:29])[F:28])=[C:17]([CH3:16])[N:22]=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 89875171HCID 89875171, compound

Product 1

HCID 89874309HCID 89874309, compoundYield 84%

Procedure

The title compound is prepared in 84% yield (560 mg, colorless solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (500 mg, 1.8 mmol, Step-1 of Intermediate-1) and (6-methyl-5-(2,2,2-trifluoroethoxy)pyrazin-2-yl)methanamine hydrochloride (460 mg, 1.8 mmol, Amine-67) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-f57db6ed2d0440c996f2715b5a265a6b
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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