Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate → HCID 89875070, compound

HRID 715237Notes

Reaction equation

HRID 715237 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:29])[CH2:17][O:18][C:19]1[CH:20]=[C:21]([CH:26]([NH2:28])[CH3:27])[CH:22]=[C:23]([CH3:25])[CH:24]=1>>[Cl:13][C:12]1[C:3]2[CH2:2][N:28]([CH:26]([C:21]3[CH:22]=[C:23]([CH3:25])[CH:24]=[C:19]([O:18][CH2:17][CH:16]([F:15])[F:29])[CH:20]=3)[CH3:27])[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 87426425HCID 87426425, compound

Product 1

HCID 89875070HCID 89875070, compoundYield 85%

Procedure

The title compound is prepared in 85% yield (177 mg, colorless oil) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and 1-(3-(2,2-difluoroethoxy)-5-methylphenyl)ethanamine hydrochloride (143 mg, 0.57 mmol, Amine-30, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-ca34a268cbb4462f9dcae63ed0e10d42
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

Loading…