Hydrochloride methanol → HCID 71258377, compound

HRID 1506114Notes

Reaction equation

HRID 1506114 reaction equation
[CH:1]1([C:7]([C:9]2[C:10]3[CH:17]=[CH:16][N:15]([Si](C(C)C)(C(C)C)C(C)C)[C:11]=3[N:12]=[CH:13][N:14]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.CO>C(Cl)(Cl)Cl.CO>[CH:1]1([C:7]([C:9]2[C:10]3[CH:17]=[CH:16][NH:15][C:11]=3[N:12]=[CH:13][N:14]=2)=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 71258389HCID 71258389, compound

Product 1

HCID 71258377HCID 71258377, compoundYield 69.2%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Cyclohexyl[7-(triisopropylsilyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]methanone (22.4 mg, 58.0 μmol) was stirred with hydrogen chloride-methanol solution (10 wt %, 2.0 mL) at room temperature for 15 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (Hi Flash column amino type manufactured by Yamazen Corporation: chloroform/methanol=10/1 (v/v)) to give the title compound as a pale yellow oil (9.2 mg, yield 69%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (Hi Flash column amino type

Sources & evidence

ORD record
ord-d695ec8f4b3d49408d4c81094a4a55e3
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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