Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89875086, compound

HRID 715262Notes

Reaction equation

HRID 715262 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[CH:18]=[C:19]([CH:31]=[CH:32][C:33]=1[F:34])[O:20][C:21]1[N:26]=[CH:25][C:24]([CH:27]([NH2:29])[CH3:28])=[CH:23][C:22]=1[CH3:30]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:29]([CH:27]([C:24]3[CH:25]=[N:26][C:21]([O:20][C:19]4[CH:31]=[CH:32][C:33]([F:34])=[C:17]([F:16])[CH:18]=4)=[C:22]([CH3:30])[CH:23]=3)[CH3:28])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89875229HCID 89875229, compound

Product 1

HCID 89875086HCID 89875086, compoundYield 57%

Procedure

The title compound is prepared in 57% yield (190 mg, off white solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (220 mg, 0.79 mmol, Step-1 of Intermediate-1) and 1-(6-(3,4-difluorophenoxy)-5-methylpyridin-3-yl)ethanamine hydrochloride (260 mg, 0.87 mmol, Amine-44, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-541f9d815ca847d783e6b671955aa22e
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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