Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874521, compound

HRID 715257Notes

Reaction equation

HRID 715257 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:33]=[CH:32][C:20]([O:21][C:22]2[N:27]=[CH:26][C:25]([CH:28]([NH2:30])[CH3:29])=[CH:24][C:23]=2[CH3:31])=[CH:19][CH:18]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:30]([CH:28]([C:25]3[CH:26]=[N:27][C:22]([O:21][C:20]4[CH:19]=[CH:18][C:17]([F:16])=[CH:33][CH:32]=4)=[C:23]([CH3:31])[CH:24]=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 89874544HCID 89874544, compound

Product 1

HCID 89874521HCID 89874521, compoundYield 84%

Procedure

The title compound is prepared in 84% yield (120 mg, brown solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (100 mg, 0.36 mmol, Step-1 of Intermediate-1) and 1-(6-(4-fluorophenoxy)-5-methylpyridin-3-yl)ethanamine hydrochloride (120 mg, 0.43 mmol, Amine-39, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-21fd847945484a39a53c13f3c803ce5d
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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