Hydrochloric Acid → HCID 22732376, compound

HRID 1765252Notes

Reaction equation

HRID 1765252 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1.[F:18][C:19]([F:29])([F:28])[O:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=1)[NH2:24].Cl>O.C(O)C>[ClH:1].[F:18][C:19]([F:28])([F:29])[O:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=1)[NH:24][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 737533-(Trifluoromethoxy)anilineHCID 113115004-Chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732376HCID 22732376, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A mixture of 4-chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine (25 mg, 0.096 mmol), 3-trifluoromethoxyaniline (19 μl, 0.144 mmol), and 2N HCl (75 μl) in water:ethanol (2:1, 5 ml) was refluxed for 24 h. The mixture was cooled to room temperature and the resulting precipitate was filtered, washed with water, water:ethanol (2:1) and dried to give a yellow solid (23 mg, 59%). 1H NMR (CDCl3): 8.88–8.85 (m, 1H), 8.59–8.55 (m, 1H), 7.93–7.87 (m, 1H), 7.59 (s, 1H), 7.48 (t, J=8.3 Hz, 1H), 7.45 (dd, J=1.2, 7.5 Hz, 1H), 7.36 (s, 1H), 7.30–7.29 (m, 1H), 7.16–7.10 (m, 1H), 7.05 (s, 1H).

Workup

  1. temperaturewas refluxed for 24 h
  2. filtrationthe resulting precipitate was filtered
  3. washwashed with water, water:ethanol (2:1)
  4. customdried

Sources & evidence

ORD record
ord-82eccbfaf5fd4ca6aff54ccea8ed2a9a
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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