Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89875232, compound

HRID 715281Notes

Reaction equation

HRID 715281 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[C:22]([O:23][CH2:24][CH2:25][C:26]([F:29])([F:28])[F:27])=[CH:21][N:20]=[C:19]([CH:30]([NH2:32])[CH3:31])[CH:18]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:32]([CH:30]([C:19]3[CH:18]=[C:17]([CH3:16])[C:22]([O:23][CH2:24][CH2:25][C:26]([F:29])([F:27])[F:28])=[CH:21][N:20]=3)[CH3:31])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89874637HCID 89874637, compound

Product 1

HCID 89875232HCID 89875232, compoundYield 63%

Procedure

The title compound is prepared in 63% yield (400 mg, colorless amorphous solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (470 mg, 1.7 mmol, Step-1 of Intermediate-1) and 1-(4-methyl-5-(3,3,3-trifluoropropoxy)pyridin-2-yl)ethanamine hydrochloride (460 mg, 1.6 mmol, Amine-62, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-1b7e114803da42ff8f8f5d292cd412b2
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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