HCID 89873997, compound → HCID 89874914, compound

HRID 715322Notes

Reaction equation

HRID 715322 reaction equation
Br[CH2:2][C:3]1[C:13]([Cl:14])=[N:12][CH:11]=[CH:10][C:4]=1[C:5]([O:7]CC)=O.Cl.[CH3:16][C:17]1[C:22]([O:23][CH2:24][C:25]([F:30])([F:29])[CH:26]([F:28])[F:27])=[CH:21][N:20]=[C:19]([CH:31]([NH2:33])[CH3:32])[CH:18]=1>>[Cl:14][C:13]1[C:3]2[CH2:2][N:33]([CH:31]([C:19]3[CH:18]=[C:17]([CH3:16])[C:22]([O:23][CH2:24][C:25]([F:30])([F:29])[CH:26]([F:28])[F:27])=[CH:21][N:20]=3)[CH3:32])[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 89873997HCID 89873997, compoundHCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinate

Product 1

HCID 89874914HCID 89874914, compoundYield 71%

Procedure

The title compound is prepared in 71% yield (490 mg, yellow oil) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (460 mg, 1.65 mmol, Step-1 of Intermediate-1) and 1-(4-methyl-5-(2,2,3,3-tetrafluoropropoxy)pyridin-2-yl)ethanamine hydrochloride (500 mg, 1.65 mmol, Amine-72, single enantiomer) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-b48d724868d743cf8801ab87a394fc9e
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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