Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate → HCID 89875239, compound

HRID 715236Notes

Reaction equation

HRID 715236 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])([O:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([NH2:29])[CH3:28])=[CH:23][CH:22]=1)[CH:17]([F:19])[F:18]>>[Cl:13][C:12]1[C:3]2[CH2:2][N:29]([CH:27]([C:24]3[CH:25]=[CH:26][C:21]([O:20][C:16]([F:15])([F:30])[CH:17]([F:18])[F:19])=[CH:22][CH:23]=3)[CH3:28])[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 87426378HCID 87426378, compound

Product 1

HCID 89875239HCID 89875239, compoundYield 75%

Procedure

The title compound is prepared in 75% yield (165 mg, colorless oil) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and 1-(4-(1,1,2,2-tetrafluoroethoxy)phenyl)ethanamine hydrochloride (155 mg, 0.57 mmol, Amine-29, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-d98727f4eb3f4f28a71cd4d2aa6b9608
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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