Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874661, compound

HRID 715323Notes

Reaction equation

HRID 715323 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.[CH:16]1([CH2:19][O:20][C:21]2[C:22]([CH3:30])=[CH:23][C:24]([CH:27]([NH2:29])[CH3:28])=[N:25][CH:26]=2)[CH2:18][CH2:17]1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:29]([CH:27]([C:24]3[CH:23]=[C:22]([CH3:30])[C:21]([O:20][CH2:19][CH:16]4[CH2:18][CH2:17]4)=[CH:26][N:25]=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 89875402HCID 89875402, compound

Product 1

HCID 89874661HCID 89874661, compoundYield 73%

Procedure

The title compound is prepared in 73% yield (321 mg, colorless oil) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (344 mg, 1.24 mmol, Step-1 of Intermediate-1) and 1-(5-(cyclopropylmethoxy)-4-methylpyridin-2-yl)ethanamine hydrochloride (300 mg, 1.24 mmol, Amine-73, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-e206f17f7d304c6383eb2b6715db845a
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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