Hydrochloric Acid → HCID 22732381, compound

HRID 2084146Notes

Reaction equation

HRID 2084146 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:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1.[NH2:18][C:19]1[CH:20]=[C:21]([OH:25])[CH:22]=[CH:23][CH:24]=1.Cl>O.C(O)C>[ClH:1].[OH:25][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[NH:18][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 115683-AminophenolHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 22732381HCID 22732381, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol), 3-aminophenol (32 mg, 0.290 mmol), and 2N HCl (150 μl) in water:ethanol (2:1, 10 ml) was refluxed for 24 h. The mixture was cooled to room temperature and the resulting crystals was filtered, washed with water, with water:ethanol (2:1) and dried to give a tan crystals (22 mg, 30%). 1H NMR (DMSO-d6): 10.17 (s, 1H), 9.36 (d, J=1.5 Hz, 1H), 8.72-8.66 (m, 2H), 7.66-7.62 (m, 1H), 7.20 (s, 1H), 7.10 (d, J=7.8 Hz, 1H), 7.05 (d, J=7.8 Hz, 1H), 7.04 (s, 1H), 7.01 (s, 1H), 6.45-6.41 (m, 1H).

Workup

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

Sources & evidence

ORD record
ord-443a178bc72341a2ab6fa83bef81a7a0
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

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