Chlorotrimethylsilane → HCID 57990298, compound

HRID 2381668Notes

Reaction equation

HRID 2381668 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]1[C:8]2[CH:16]=[CH:15][NH:14][C:9]=2[N:10]=[C:11](Cl)[N:12]=1.[NH2:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]([CH3:28])[C:25](=[O:27])[CH3:26])=[CH:20][CH:19]=1.C[Si](Cl)(C)C>C(O)CCC>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]1[C:8]2[CH:16]=[CH:15][NH:14][C:9]=2[N:10]=[C:11]([NH:17][C:18]2[CH:19]=[CH:20][C:21]([N:24]([CH3:28])[C:25](=[O:27])[CH3:26])=[CH:22][CH:23]=2)[N:12]=1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 67068N-(4-Aminophenyl)-N-methylacetamideHCID 86636617HCID 86636617, compound

Product 1

HCID 57990298HCID 57990298, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
116 °C

Procedure

A mixture of N-(4-aminobutyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-amine (63 mg, 0.26 mmol), N-(4-aminophenyl)-N-methylacetamide (81 mg, 0.49 mmol) and trimethylsilyl chloride (0.067 mL, 0.52 mmol) in nBuOH (3 mL) was heated at 116° C. for 4 h. It was then purified by HPLC to give the titled compound (5 mg). MS 368.2 (M+H); UV 203.8, 268.7, 301.9 nm.

Workup

  1. customIt was then purified by HPLC

Sources & evidence

ORD record
ord-191816c256da44848c242f0848737243
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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