Potassium Carbonate → HCID 68703004, compound

HRID 645497Notes

Reaction equation

HRID 645497 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[C:21](Cl)[N:20]=[C:19]([C:24]#[N:25])[N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:26]1[C:29]2([CH2:34][CH2:33][CH:32]([CH2:35][NH2:36])[CH2:31][CH2:30]2)[CH2:28][CH2:27]1.C([O-])([O-])=O.[K+].[K+]>CC#N.CCOC(C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[C:21]([NH:36][CH2:35][CH:32]3[CH2:31][CH2:30][C:29]4([CH2:28][CH2:27][CH2:26]4)[CH2:34][CH2:33]3)[N:20]=[C:19]([C:24]#[N:25])[N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 509989941-(Spiro[3.5]nonan-7-yl)methanamineHCID 86627793HCID 86627793, compound

Product 1

HCID 68703004HCID 68703004, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 4-[2-(6-chloro-2-cyanopyrimidin-4-yloxy)ethyl]piperidine-1-carboxylic acid tert-butyl ester (0.82 mmol) and C-spiro[3.5]non-7-ylmethylamine (0.86 mmol) in CH3CN (10 mL) is added K2CO3 (2.2 mmol) at room temperature. After stirring at 80° C. for 12 h, the reaction mixture is cooled to room temperature and diluted with AcOEt. The organic layer is washed twice with H2O and dried over MgSO4 and evaporated in vacuo to give a crude 4-(2-{2-cyano-6-[(spiro[3.5]non-7-ylmethyl)amino]pyrimidin-4-yloxy}ethyl)piperidine-1-carboxylic acid tert-butyl ester.

Workup

  1. temperaturethe reaction mixture is cooled to room temperature
  2. washThe organic layer is washed twice with H2O
  3. dry with materialdried over MgSO4
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-1805f113343b4a73b962d81599cbcd06
Source dataset
uspto-grants-2010_04
Patent number
US07704996B2

Reaction notes

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