Triethylsilane → HCID 178437733, compound

HRID 1419815Notes

Reaction equation

HRID 1419815 reaction equation
[Cl:1][C:2]1[C:3]([NH:10][C@H:11]2[CH2:16][CH2:15][C@@H:14]([CH:17]=[CH2:18])[CH2:13][CH2:12]2)=[N:4][CH:5]=[N:6][C:7]=1[CH2:8][CH3:9].[CH2:19]([SiH:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[CH3:20].[NH4+].[Cl-]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3]([NH:10][C@H:11]2[CH2:16][CH2:15][C@@H:14]([CH2:17][CH2:18][Si:21]([CH2:24][CH3:25])([CH2:22][CH3:23])[CH2:19][CH3:20])[CH2:13][CH2:12]2)=[N:4][CH:5]=[N:6][C:7]=1[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 12052TriethylsilaneHCID 25517Ammonium ChlorideHCID 178455799HCID 178455799, compound

Product 1

HCID 178437733HCID 178437733, compound

Reagents, catalysts & solvents 1

HCID 61859Chloroplatinic acidCatalyst

Procedure

2.0 g (7.3 mmol) of 5-chloro-4-(cis-4-ethenylcyclohexylamino)-6-ethylpyrimidine (Example 12) and 1.22 g (10.5 mmol) of triethylsilane were heated under reflux with a spatula tip of hexachloroplatinic acid. After hydrolysis with dilute NH4Cl solution, the mixture was subjected to extraction with ether and purified by column chromatography (silica gel, eluent system petroleum ether/ethyl acetate 9:1). 0.72 g (1.9 mmol=25%) was obtained of the silane (colorless oil, nD23 =1.5206).

Workup

  1. extractionthe mixture was subjected to extraction with ether
  2. custompurified by column chromatography (silica gel, eluent system petroleum ether/ethyl acetate 9:1)

Sources & evidence

ORD record
ord-474c2e85f726409aae3b61ed660cffe8
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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