2-Amino-6-methylisonicotinic acid → 2-amino-6-methyl-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)isonicotinamide

HRID 623635Notes

Reaction equation

HRID 623635 reaction equation
Cl.[F:2][C:3]([F:16])([F:15])[CH2:4][O:5][C:6]1[N:11]=[CH:10][C:9]([CH:12]([NH2:14])[CH3:13])=[CH:8][CH:7]=1.[NH2:17][C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([CH3:27])[N:26]=1)[C:21](O)=[O:22]>>[NH2:17][C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([CH3:27])[N:26]=1)[C:21]([NH:14][CH:12]([C:9]1[CH:10]=[N:11][C:6]([O:5][CH2:4][C:3]([F:2])([F:15])[F:16])=[CH:7][CH:8]=1)[CH3:13])=[O:22]

Participants

3

Reactant 2

HCID 124040272-Amino-6-methylisonicotinic acidHCID 675094131-[6-(2,2,2-Trifluoroethoxy)-pyridin-3-yl]-ethylamine hydrochloride

Product 1

HCID 675112252-amino-6-methyl-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)isonicotinamideYield 71%

Procedure

The title compound is prepared in 71% yield (413 mg, a brown solid) from (−)-1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (422 mg, 1.6 mmol, Amine-1, single enantiomer) and 2-amino-6-methylisonicotinic acid (250 mg, 1.6 mmol) by the similar manner in Step-1 of Example 8.

Sources & evidence

ORD record
ord-2315828552f54f7abc8fb692a3b6ff4f
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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