Potassium Carbonate → HCID 178473790, compound

HRID 1828317Notes

Reaction equation

HRID 1828317 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12](S(C3C=CC(C)=CC=3)(=O)=O)[N:11]=[C:10]([CH:23]3[CH2:28][CH2:27][N:26]([C:29](=[O:31])[CH3:30])[CH2:25][CH2:24]3)[C:9]=2[C:32]2[CH:37]=[CH:36][N:35]=[CH:34][N:33]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:29]([N:26]1[CH2:25][CH2:24][CH:23]([C:10]2[C:9]([C:32]3[CH:37]=[CH:36][N:35]=[CH:34][N:33]=3)=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[NH:12][N:11]=2)[CH2:28][CH2:27]1)(=[O:31])[CH3:30]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22066046HCID 22066046, compound

Product 1

HCID 178473790HCID 178473790, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This reaction was carried out in a 50 ml round bottom flask. 4-{3-(1-Acetylpiperidin-4-yl)-5-(4-chlorophenyl)-1-[(4-methylphenyl)sulfonyl]-1H-pyrazole-4-yl}pyrimidine (9) (0.5 g) charged to the reactor, followed by ethanol (5 ml), which, in turn, was followed by potassium carbonate (1 g). The mixture was stirred until completion of the reaction, as indicated by liquid chromatography. The ethanol was then removed in vacuo, and the resulting solid was dissolved in ethyl acetate. The organic layer washed with water, and concentrated in vacuo to yield a white solid. The product had the following characteristics: 1H NMR (CDCl3, 300 MHz) δ 9.27 (1H, s), 8.54 (1H, broad-s), 7.36 (4H, s), 7.01 (1H, d, J=5.1 Hz), 4.82–4.72 (1H, m), 4.02–3.90 (1H, m), 3.72–3.59 (1H, m), 3.30–3.18 (1H, m), 2.79–2.62 (1H, m), 2.18 (3H, s), 2.15–1.78 (4H, m).

Workup

  1. customThis reaction was carried out in a 50 ml round bottom flask
  2. customThe ethanol was then removed in vacuo
  3. dissolutionthe resulting solid was dissolved in ethyl acetate
  4. washThe organic layer washed with water
  5. concentrationconcentrated in vacuo
  6. customto yield a white solid

Sources & evidence

ORD record
ord-54035c9774be4ff8993ea83b8638cf4f
Source dataset
uspto-grants-2006_06
Patent number
US07057049B2

Reaction notes

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