N-Iodosuccinimide → HCID 69929724, compound

HRID 1913218Notes

Reaction equation

HRID 1913218 reaction equation
[CH3:1][Si:2]([CH3:38])([CH3:37])[CH2:3][CH2:4][O:5][CH2:6][N:7]([CH2:29][O:30][CH2:31][CH2:32][Si:33]([CH3:36])([CH3:35])[CH3:34])[C:8]1[N:13]2[N:14]=[CH:15][CH:16]=[C:12]2[N:11]=[C:10]([CH2:17][CH:18]2[CH2:23][CH2:22][CH:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:19]2)[CH:9]=1.[I:39]N1C(=O)CCC1=O>CC#N>[CH3:34][Si:33]([CH3:36])([CH3:35])[CH2:32][CH2:31][O:30][CH2:29][N:7]([CH2:6][O:5][CH2:4][CH2:3][Si:2]([CH3:1])([CH3:37])[CH3:38])[C:8]1[N:13]2[N:14]=[CH:15][C:16]([I:39])=[C:12]2[N:11]=[C:10]([CH2:17][CH:18]2[CH2:23][CH2:22][CH:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:19]2)[CH:9]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 66900551HCID 66900551, compound

Product 1

HCID 69929724HCID 69929724, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a 100 mL round-bottom flask was charged ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate (Int-4i, 2.64 g, 4.69 mmol) and N-iodosuccinimide (1.16 g, 5.16 mmol). To this mixture was added MeCN (40 mL). The resulting solution was stirred at room temperature overnight. After 18 hours, the reaction was reduced in vacuo and the residue was purified via silica gel chromatography to yield the title compound. Yield=2.94 g.

Workup

  1. waitAfter 18 hours
  2. customthe residue was purified via silica gel chromatography

Sources & evidence

ORD record
ord-210f4b1c48e1417c81133c68bde68d15
Source dataset
uspto-grants-2013_12
Patent number
US08609675B2

Reaction notes

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