HCID 66890986, compound → HCID 66889473, compound

HRID 1897943Notes

Reaction equation

HRID 1897943 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:13]=[CH:12][N:11]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[N:10]=2)[N:5]=[C:4]([CH2:22][CH:23]2[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]2)[N:3]=1>C(O)=O>[CH3:1][C:2]1[N:3]=[C:4]([CH2:22][CH:23]2[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]2)[N:5]=[C:6]([NH:8][C:9]2[CH:13]=[CH:12][N:11]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:20])([CH3:19])[CH3:21])[N:10]=2)[CH:7]=1

Participants

3

Reactant 1

HCID 66890986HCID 66890986, compound

Product 1

HCID 66889473HCID 66889473, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

21.2 mg of tert-butyl 4-((4-methyl-6-((1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)amino)pyrimidin-2-yl)methyl)piperidine-1-carboxylate was dissolved in 1 ml of formic acid at room temperature, followed by stirring the reaction mixture at room temperature for 1 hour. The reaction mixture was concentrated in vacuo, basified with saturated aqueous sodium bicarbonate solution, and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated in vacuo to give the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. extractionextracted with chloroform
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-370c702fb86a458ba26b9b04fb2da65b
Source dataset
uspto-grants-2013_08
Patent number
US08519136B2

Reaction notes

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