Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate → HCID 89874922, compound

HRID 715238Notes

Reaction equation

HRID 715238 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[CH:24]=[CH:23][C:22]([CH:25]([NH2:27])[CH3:26])=[CH:21][C:20]=1[O:28][CH3:29]>>[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:30])[F:15])=[C:20]([O:28][CH3:29])[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 87426457HCID 87426457, compound

Product 1

HCID 89874922HCID 89874922, compoundYield 71%

Procedure

The title compound is prepared in 71% yield (154 mg, colorless amorphous solid) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and 1-(4-(2,2-difluoroethoxy)-3-methoxyphenyl)ethanamine hydrochloride (152 mg, 0.57 mmol, Amine-31, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-758429128820458288d81790ad13b68b
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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