Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874670, compound

HRID 715336Notes

Reaction equation

HRID 715336 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.[F:15][C:16]([F:29])([CH3:28])[CH2:17][O:18][C:19]1[N:24]=[CH:23][C:22]([CH2:25][NH2:26])=[CH:21][C:20]=1[CH3:27]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:26]([CH2:25][C:22]3[CH:23]=[N:24][C:19]([O:18][CH2:17][C:16]([F:29])([F:15])[CH3:28])=[C:20]([CH3:27])[CH:21]=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 89874685HCID 89874685, compound

Product 1

HCID 89874670HCID 89874670, compoundYield 87%

Procedure

The title compound is prepared in 87% yield (742 mg, pale yellow oil) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (644 mg, 2.31 mmol, Step-1 of Intermediate-1) and (6-(2,2-difluoropropoxy)-5-methylpyridin-3-yl)methanamine (500 mg, 2.31 mmol, Amine-84) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-7df31f5c1f8b43fc958432c29d6befff
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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