Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89875223, compound

HRID 715332Notes

Reaction equation

HRID 715332 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][C:17]1([F:32])[CH2:22][CH2:21][N:20]([C:23]2[N:28]=[CH:27][C:26]([CH2:29][NH2:30])=[CH:25][C:24]=2[CH3:31])[CH2:19][CH2:18]1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:30]([CH2:29][C:26]3[CH:27]=[N:28][C:23]([N:20]4[CH2:19][CH2:18][C:17]([F:32])([F:16])[CH2:22][CH2:21]4)=[C:24]([CH3:31])[CH:25]=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 89874538HCID 89874538, compound

Product 1

HCID 89875223HCID 89875223, compoundYield 76%

Procedure

The title compound is prepared in 76% yield (228 mg, white solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (212 mg, 0.76 mmol, Step-1 of Intermediate-1) and (6-(4,4-difluoropiperidin-1-yl)-5-methylpyridin-3-yl)methanamine hydrochloride (211 mg, 0.76 mmol, Amine-82) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-db66c475635848a5afc5c8361c1bafe4
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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