Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate → HCID 89875321, compound

HRID 715225Notes

Reaction equation

HRID 715225 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.[CH3:15][C:16]1[CH:17]=[C:18]([CH:30]([NH2:32])[CH3:31])[CH:19]=[N:20][C:21]=1[O:22][CH2:23][C:24]([F:29])([F:28])[CH:25]([F:27])[F:26]>>[Cl:13][C:12]1[C:3]2[CH2:2][N:32]([CH:30]([C:18]3[CH:19]=[N:20][C:21]([O:22][CH2:23][C:24]([F:29])([F:28])[CH:25]([F:27])[F:26])=[C:16]([CH3:15])[CH:17]=3)[CH3:31])[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 87427164HCID 87427164, compound

Product 1

HCID 89875321HCID 89875321, compoundYield 64%

Procedure

The title compound is prepared in 64% yield (152 mg, yellow oil) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and 1-(5-methyl-6-(2,2,3,3-tetrafluoropropoxy)pyridin-3-yl)ethanamine hydrochloride (172 mg, 0.57 mmol, Amine-17, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-cd28b54417fe483fabf08ca97dc6b360
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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