Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89875131, compound

HRID 715274Notes

Reaction equation

HRID 715274 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[N:22]=[C:21]([CH:23]([NH2:25])[CH3:24])[CH:20]=[N:19][C:18]=1[O:26][CH2:27][C:28]([F:31])([F:30])[F:29]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:25]([CH:23]([C:21]3[CH:20]=[N:19][C:18]([O:26][CH2:27][C:28]([F:30])([F:31])[F:29])=[C:17]([CH3:16])[N:22]=3)[CH3:24])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89875210HCID 89875210, compound

Product 1

HCID 89875131HCID 89875131, compoundYield 80%

Procedure

The title compound is prepared in 80% yield (300 mg, brown solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (270 mg, 0.96 mmol, Step-1 of Intermediate-1) and 1-(6-methyl-5-(2,2,2-trifluoroethoxy)pyrazin-2-yl)ethanamine hydrochloride (260 mg, 0.96 mmol, Amine-55, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-68a719f1c0f9405fb5df7011810481cb
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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