Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate → HCID 89873989, compound

HRID 715233Notes

Reaction equation

HRID 715233 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:24]=[CH:23][C:22]([CH:25]([NH2:27])[CH3:26])=[CH:21][C:20]=1[CH3:28]>>[Cl:13][C:12]1[C:3]2[CH2:2][N:27]([CH:25]([C:22]3[CH:23]=[CH:24][C:19]([O:18][CH2:17][CH:16]([F:15])[F:29])=[C:20]([CH3:28])[CH:21]=3)[CH3:26])[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 87426460HCID 87426460, compound

Product 1

HCID 89873989HCID 89873989, compoundYield 65%

Procedure

The title compound is prepared in 65% yield (136 mg, colorless oil) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and 1-(4-(2,2-difluoroethoxy)-3-methylphenyl)ethanamine hydrochloride (143 mg, 0.57 mmol, Amine-27, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-608905c51d034338976cfd73b1823fc5
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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