Potassium Carbonate → HCID 67458087, compound

HRID 2192200Notes

Reaction equation

HRID 2192200 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH2:10][CH3:11])[N:5]=[C:4](Cl)[N:3]=1.[C@H:13]1([NH2:23])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15]C1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH2:10][CH3:11])[N:5]=[C:4]([NH:23][C@H:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:16][CH2:15]2)[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70580721-Aminotetralin, (R)-HCID 866430424-Amino-2-chloro-6-ethyl-5-pyrimidinecarbonitrile

Product 1

HCID 67458087HCID 67458087, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

0.25 g (1.09 mmol) of 4-amino-2-chloro-6-ethylpyrimidine-5-carbonitrile, 0.19 g (1.31 mmol) of (1R)-1,2,3,4-tetrahydronaphthalen-1-amine and 0.45 g (3.28 mmol) of potassium carbonate in 2 ml of N,N-dimethylacetamide are heated at 140° C. in a closed cell in a microwave for 30 minutes. The crude mixture obtained in this way is absorbed on silica gel and purified by means of column chromatography using heptane/ethyl acetate as eluent. Following concentration by evaporation, 0.28 g of 4-amino-2-[(1R)-2,3-dihydro-1H-inden-1-ylamino]-6-ethylpyrimidine-5-carbonitrile is obtained (yield 82% at 95% purity).

Workup

  1. customThe crude mixture obtained in this way
  2. customis absorbed on silica gel
  3. custompurified by means of column chromatography
  4. concentrationconcentration
  5. customby evaporation

Sources & evidence

ORD record
ord-c08602389bd34e548b28ef65e905b797
Source dataset
uspto-grants-2012_12
Patent number
US08329717B2

Reaction notes

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