Ethyl 3-(bromomethyl)-2-chloroisonicotinate → HCID 89874728, compound

HRID 715327Notes

Reaction equation

HRID 715327 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[CH:18]=[C:19]([CH:31]([NH2:33])[CH3:32])[N:20]=[N:21][C:22]=1[O:23][CH2:24][C:25]([F:30])([F:29])[CH:26]([F:28])[F:27]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:33]([CH:31]([C:19]3[N:20]=[N:21][C:22]([O:23][CH2:24][C:25]([F:29])([F:30])[CH:26]([F:28])[F:27])=[C:17]([CH3:16])[CH:18]=3)[CH3:32])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinateHCID 89875078HCID 89875078, compound

Product 1

HCID 89874728HCID 89874728, compoundYield 74%

Procedure

The title compound is prepared in 74% yield (612 mg, orange oil) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (605 mg, 2.17 mmol, Step-1 of Intermediate-1) and 1-(5-methyl-6-(2,2,3,3-tetrafluoropropoxy)pyridazin-3-yl)ethanamine hydrochloride (600 mg, 1.98 mmol, Amine-77, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-e192fa2c61c04e9789f5f68845c5b8fb
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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