Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89875082, compound

HRID 715278Notes

Reaction equation

HRID 715278 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.[F:16][CH:17]([F:30])[CH2:18][O:19][C:20]1[C:21]([CH3:29])=[CH:22][C:23]([CH:26]([NH2:28])[CH3:27])=[N:24][CH:25]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:28]([CH:26]([C:23]3[CH:22]=[C:21]([CH3:29])[C:20]([O:19][CH2:18][CH:17]([F:30])[F:16])=[CH:25][N:24]=3)[CH3:27])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89874328HCID 89874328, compound

Product 1

HCID 89875082HCID 89875082, compoundYield 71%

Procedure

The title compound is prepared in 71% yield (360 mg, brown solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (390 mg, 1.4 mmol, Step-1 of Intermediate-1) and 1-(5-(2,2-difluoroethoxy)-4-methylpyridin-2-yl)ethanamine hydrochloride (350 mg, 1.4 mmol, Amine-59, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-a744cea3dca046398116e92a7da1ad13
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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