Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate → HCID 89875489, compound

HRID 715222Notes

Reaction equation

HRID 715222 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][C:16]([F:30])([CH:27]([F:29])[F:28])[CH2:17][O:18][C:19]1[N:24]=[CH:23][C:22]([CH2:25][NH2:26])=[CH:21][CH:20]=1>>[Cl:13][C:12]1[C:3]2[CH2:2][N:26]([CH2:25][C:22]3[CH:23]=[N:24][C:19]([O:18][CH2:17][C:16]([F:30])([F:15])[CH:27]([F:29])[F:28])=[CH:20][CH:21]=3)[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 87426614HCID 87426614, compound

Product 1

HCID 89875489HCID 89875489, compoundYield 60%

Procedure

The title compound is prepared in 60% yield (132 mg, white solid) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and (6-(2,2,3,3-tetrafluoropropoxy)pyridin-3-yl)methanamine hydrochloride (156 mg, 0.57 mmol, Amine-14) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-acdb742f650a4011b976eb91e4e30f2e
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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