Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89875363, compound

HRID 715266Notes

Reaction equation

HRID 715266 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:32]([NH2:34])[CH3:33])[CH:20]=[N:21][C:22]=1[N:23]1[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[N:24]1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:34]([CH:32]([C:19]3[CH:20]=[N:21][C:22]([N:23]4[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[N:24]4)=[C:17]([CH3:16])[CH:18]=3)[CH3:33])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89874695HCID 89874695, compound

Product 1

HCID 89875363HCID 89875363, compoundYield 65%

Procedure

The title compound is prepared in 65% yield (200 mg, pale brown solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (200 mg, 0.72 mmol, Step-1 of Intermediate-1) and 1-(5-methyl-6-(4-(trifluoromethyl)-1H-pyrazol-1-yl)pyridin-3-yl)ethanamine hydrochloride (240 mg, 0.79 mmol, Amine-47, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-9c4d79ce13004cdd9b8e247efcf66b36
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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