Acetic Acid → HCID 136346168, compound

HRID 1399765Notes

Reaction equation

HRID 1399765 reaction equation
Cl[C:2]1[C:7]([CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10])=[C:6]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)[N:5]=[C:4]([N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[N:3]=1.C(O)(=[O:31])C>O>[O:31]=[C:2]1[NH:3][C:4]([N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[N:5][C:6]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)=[C:7]1[CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 86665658HCID 86665658, compound

Product 1

HCID 136346168HCID 136346168, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of methyl 2-(4-chloro-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)pentanoate in acetic acid and water (4/1 v/v; 30 mL/mmol) is stirred at 150° C. until completion. The reaction mixture is concentrated under reduced pressure, dissolved in dichloromethane and purified by flash chromatography on silica gel using a linear gradient of ethyl acetate in heptane.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. dissolutiondissolved in dichloromethane
  3. custompurified by flash chromatography on silica gel using a linear gradient of ethyl acetate in heptane

Sources & evidence

ORD record
ord-45d512bb462c4fb2a3f4691e227a425c
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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