Ammonium Hydroxide → HCID 178433334, compound

HRID 2389991Notes

Reaction equation

HRID 2389991 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([CH3:27])[C:5]2[CH:11]=[C:10]([C:12]3[CH:13]=[N:14][C:15]([O:18]C)=[N:16][CH:17]=3)[C:9](=[O:20])[N:8]([CH:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[C:6]=2[N:7]=1.[Si](I)(C)(C)C.[NH4+].[OH-]>C(#N)C>[NH2:1][C:2]1[N:3]=[C:4]([CH3:27])[C:5]2[CH:11]=[C:10]([C:12]3[CH:17]=[N:16][C:15]([OH:18])=[N:14][CH:13]=3)[C:9](=[O:20])[N:8]([CH:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 85247Trimethylsilyl iodideHCID 59258863HCID 59258863, compound

Product 1

HCID 178433334HCID 178433334, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
82 °C

Procedure

A mixture of 2-amino-6-(2-methoxypyrimidin-5-yl)-4-methyl-8-(tetrahydro-2H-pyran-4-yl)pyrido-[2,3-d]pyrimidin-7(8H)-one (42.2 mg, 0.115 mmol), TMSI (0.10 mL, 0.70 mmol), and dry acetonitrile (2.3 mL) was heated at 82° C. for 1 h. After being cooled to room temperature, the mixture was treated with 20% NH4OH solution and concentrated. The mixture was purified by analytical group (HPLC) to give the title compound (12 mg, 30%).

Workup

  1. temperatureAfter being cooled to room temperature
  2. concentrationconcentrated
  3. customThe mixture was purified by analytical group (HPLC)

Sources & evidence

ORD record
ord-ed992b3a6b1e412f8fa62027a7401bfb
Source dataset
uspto-grants-2012_09
Patent number
US08273755B2

Reaction notes

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