Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874498, compound

HRID 715330Notes

Reaction equation

HRID 715330 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:28]([NH2:30])[CH3:29])[CH:20]=[CH:21][C:22]=1[O:23][C:24]([F:27])([F:26])[F:25]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:30]([CH:28]([C:19]3[CH:20]=[CH:21][C:22]([O:23][C:24]([F:25])([F:26])[F:27])=[C:17]([CH3:16])[CH:18]=3)[CH3:29])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89875295HCID 89875295, compound

Product 1

HCID 89874498HCID 89874498, compoundYield 71%

Procedure

The title compound is prepared in 71% yield (562 mg, white solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (550 mg, 2.15 mmol, Step-1 of Intermediate-1) and 1-(3-methyl-4-(trifluoromethoxy)phenyl)ethanamine hydrochloride (550 mg, 2.15 mmol, Amine-80, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-a74071140d224846bb0b7c4d7de161d7
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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