Potassium Carbonate → HCID 68472675, compound

HRID 507861Notes

Reaction equation

HRID 507861 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH:11]2[CH2:12][CH2:13][CH:7]1[CH2:8][CH:9]([N:14]1[CH2:19][CH2:18][CH:17]([NH2:20])[CH2:16][CH2:15]1)[CH2:10]2)=[O:5])[CH3:2].Cl[C:22]1[N:27]=[C:26](Cl)[CH:25]=[C:24]([CH3:29])[N:23]=1.[C:30]([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH2:1]([O:3][C:4]([N:6]1[CH:7]2[CH2:13][CH2:12][CH:11]1[CH2:10][CH:9]([N:14]1[CH2:19][CH2:18][CH:17]([NH:20][C:26]3[CH:25]=[C:24]([CH3:29])[N:23]=[C:22]([CH3:30])[N:27]=3)[CH2:16][CH2:15]1)[CH2:8]2)=[O:5])[CH3:2]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 794712,4-Dichloro-6-methylpyrimidineHCID 59434280HCID 59434280, compound

Product 1

HCID 68472675HCID 68472675, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

The 3-(4-Amino-piperidin-1-yl)-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid ethyl ester (30 mg; 0.11 mmol; 1 eq.) was dissolved in DMF (3 mL) and 2,4-dichloro-6-methyl-pyrimidine (17 mg; 1 eq.) and K2CO3 (22 mg; 1.5 eq.) was added and the reaction was heated to 80° C. and stirred under N2 overnight. The solution was diluted with H2O (10 mL) and extracted with AcOEt (2×25 mL). The organic layer was washed with brine and dried over Na2SO4, filtered, and concentrated under high vacuum to provide the product as an oil. The crude product was used without further purification.

Workup

  1. extractionextracted with AcOEt (2×25 mL)
  2. washThe organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under high vacuum

Sources & evidence

ORD record
ord-fa11cfa161c949e9983a48edd2d9041c
Source dataset
uspto-grants-2010_08
Patent number
US07786308B2

Reaction notes

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