HCID 67509289, compound → HCID 89874974, compound

HRID 715226Notes

Reaction equation

HRID 715226 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])([F:29])[CH2:17][O:18][C:19]1[N:24]=[CH:23][C:22]([CH:25]([NH2:28])[CH2:26][CH3:27])=[CH:21][CH:20]=1>>[Cl:13][C:12]1[C:3]2[CH2:2][N:28]([CH:25]([C:22]3[CH:23]=[N:24][C:19]([O:18][CH2:17][C:16]([F:30])([F:15])[F:29])=[CH:20][CH:21]=3)[CH2:26][CH3:27])[C:5](=[O:7])[C:4]=2[CH:9]=[CH:10][N:11]=1

Participants

3

Reactant 2

HCID 67509289HCID 67509289, compoundHCID 72213786Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate

Product 1

HCID 89874974HCID 89874974, compoundYield 51%

Procedure

The title compound is prepared in 51% yield (112 mg, yellow oil) from methyl 3-(bromomethyl)-2-chloroisonicotinate (150 mg, 0.57 mmol) and 1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)propan-1-amine hydrochloride (154 mg, 0.57 mmol, Amine-18, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-d305cc9d1d734180920005704563cd1b
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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