HCID 87427039, compound → HCID 89874218, compound

HRID 715285Notes

Reaction equation

HRID 715285 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.[F:16][CH:17]([F:29])[CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][NH2:27])=[CH:22][C:21]=1[CH3:28]>>[Cl:14][C:13]1[C:3]2[CH2:2][N:27]([CH2:26][C:23]3[CH:24]=[CH:25][C:20]([O:19][CH2:18][CH:17]([F:16])[F:29])=[C:21]([CH3:28])[CH:22]=3)[C:5](=[O:7])[C:4]=2[CH:10]=[CH:11][N:12]=1

Participants

3

Reactant 2

HCID 87427039HCID 87427039, compoundHCID 89874240Ethyl 3-(bromomethyl)-2-chloroisonicotinate

Product 1

HCID 89874218HCID 89874218, compoundYield 92%

Procedure

The title compound is prepared in 92% yield (580 mg, pale yellow solid) from ethyl 3-(bromomethyl)-2-chloroisonicotinate (500 mg, 1.8 mmol, Step-1 of Intermediate-1) and (4-(2,2-difluoroethoxy)-3-methylphenyl)methanamine hydrochloride (430 mg, 1.8 mmol, Amine-66) in a similar manner to Intermediate-2.

Sources & evidence

ORD record
ord-f9577cf9f24048c18d56cf7ad2cd6a9a
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

Loading…