Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89875503, compound

HRID 715259Notes

Reaction equation

HRID 715259 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]([CH:34]([NH2:36])[CH3:35])[CH:20]=[N:21][C:22]=1[O:23][C:24]1[CH:25]=[N:26][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:29]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:36]([CH:34]([C:19]3[CH:20]=[N:21][C:22]([O:23][C:24]4[CH:25]=[N:26][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:29]=4)=[C:17]([CH3:16])[CH:18]=3)[CH3:35])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89875178HCID 89875178, compound

Product 1

HCID 89875503HCID 89875503, compoundYield 50%

Procedure

The title compound is prepared in 50% yield (160 mg, colorless amorphous solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (200 mg, 0.73 mmol, Step-1 of Intermediate-1) and 1-(5-methyl-6-((6-(trifluoromethyl)pyridin-3-yl)oxy)pyridin-3-yl)ethanamine hydrochloride (290 mg, 0.86 mmol, Amine-41, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-4aed6f27b143487e9a3bce52750c78c1
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

Loading…