Ammonium Hydroxide → (2-Aminopyridin-3-yl)(6-chloro-3-(trifluoromethyl)pyridin-2-yl)methanone

HRID 401488Notes

Reaction equation

HRID 401488 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([C:10]2[C:11](F)=[N:12][CH:13]=[CH:14][CH:15]=2)=[O:9])[C:5]([C:17]([F:20])([F:19])[F:18])=[CH:4][CH:3]=1.[OH-].[NH4+:22]>>[NH2:22][C:11]1[C:10]([C:8]([C:6]2[C:5]([C:17]([F:20])([F:19])[F:18])=[CH:4][CH:3]=[C:2]([Cl:1])[N:7]=2)=[O:9])=[CH:15][CH:14]=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 57690544(6-Chloro-3-(trifluoromethyl)pyridin-2-yl)(2-fluoropyridin-3-yl)methanone

Product 1

HCID 57690845(2-Aminopyridin-3-yl)(6-chloro-3-(trifluoromethyl)pyridin-2-yl)methanoneYield 94.3%

Procedure

A mixture of (6-chloro-3-(trifluoromethyl)pyridin-2-yl)(2-fluoropyridin-3-yl)methanone (2.27 g, 7.452 mmol) and a saturated aqueous solution of ammonium hydroxide (20 mL, 513.6 mmol) was heated to 70° C. for 18 hours. The mixture was cooled down to room temperature and the resulting solid was filtered, washed with water and dried under vacuum to give the title compound as a pale yellow solid (2.12 g, 94% yield).

Workup

  1. filtrationthe resulting solid was filtered
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-fd2f27f3a77b4d4fb5509261434945ee
Source dataset
uspto-grants-2014_06
Patent number
US08741931B2

Reaction notes

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