Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate → HCID 89875299, compound

HRID 715229Notes

Reaction equation

HRID 715229 reaction equation
Br[CH2:2][C:3]1[C:12]([Cl:13])=[N:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7]C)=O.Cl.[F:15][CH:16]([F:30])[CH2:17][O:18][C:19]1[N:24]=[C:23]([O:25][CH3:26])[C:22]([CH:27]([NH2:29])[CH3:28])=[CH:21][CH:20]=1>>[Cl:13][C:12]1[C:3]2[CH2:2][N:29]([CH:27]([C:22]3[C:23]([O:25][CH3:26])=[N:24][C:19]([O:18][CH2:17][CH:16]([F:15])[F:30])=[CH:20][CH:21]=3)[CH3:28])[C:5](=[O:7])[C:4]=2[CH:9]=[CH:10][N:11]=1

Participants

3

Reactant 2

HCID 72213786Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylateHCID 87427103HCID 87427103, compound

Product 1

HCID 89875299HCID 89875299, compoundYield 91%

Procedure

The title compound is prepared in 91% yield (198 mg, colorless oil) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and 1-(6-(2,2-difluoroethoxy)-2-methoxypyridin-3-yl)ethanamine hydrochloride (152 mg, 0.57 mmol, Amine-21, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-7b71e5f4dde545ec963cc3d675af3409
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

Loading…