Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874394, compound

HRID 715329Notes

Reaction equation

HRID 715329 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:34]=[CH:33][C:20]([CH2:21][O:22][C:23]2[C:24]([CH3:32])=[CH:25][C:26]([CH:29]([NH2:31])[CH3:30])=[N:27][CH:28]=2)=[CH:19][CH:18]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:31]([CH:29]([C:26]3[CH:25]=[C:24]([CH3:32])[C:23]([O:22][CH2:21][C:20]4[CH:19]=[CH:18][C:17]([F:16])=[CH:34][CH:33]=4)=[CH:28][N:27]=3)[CH3:30])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89874533HCID 89874533, compound

Product 1

HCID 89874394HCID 89874394, compoundYield 69%

Procedure

The title compound is prepared in 69% yield (527 mg, white solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (516 mg, 1.85 mmol, Step-1 of Intermediate-1) and 1-(5-((4-fluorobenzyl)oxy)-4-methylpyridin-2-yl)ethanamine hydrochloride (550 mg, 1.85 mmol, Amine-79, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-4109b3a554234a40ba4ff1abb7ed5188
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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