Chlorotrimethylsilane → HCID 44468023, compound

HRID 2381741Notes

Reaction equation

HRID 2381741 reaction equation
Cl[C:2]1[N:3]=[C:4]([NH:28]C2CC2)[C:5]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)=[CH:9][N:8](S(C3C=CC(C)=CC=3)(=O)=O)[C:6]=2[N:7]=1.[NH2:32][C:33]1[CH:34]=[C:35]2[C:40](=[CH:41][CH:42]=1)[N:39]([CH3:43])[C:38](=[O:44])[CH2:37][CH2:36]2.C[Si](Cl)(C)C>C(O)CCC>[NH2:28][C:4]1[C:5]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)=[CH:9][NH:8][C:6]=2[N:7]=[C:2]([NH:32][C:33]2[CH:34]=[C:35]3[C:40](=[CH:41][CH:42]=2)[N:39]([CH3:43])[C:38](=[O:44])[CH2:37][CH2:36]3)[N:3]=1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 218777566-Amino-1-methyl-3,4-dihydroquinolin-2(1H)-oneHCID 57990376HCID 57990376, compound

Product 1

HCID 44468023HCID 44468023, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 2-chloro-N-cyclopropyl-5-(4-fluorophenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (76 mg, 0.17 mmol), 6-amino-1-methyl-3,4-dihydroquinolin-2(1H)-one (60 mg, 0.34 mmol) and trimethylsilyl chloride (0.200 mL, 1.58 mmol) in nBuOH (2 mL) was stirred at 135° C. for 20 h. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound. MS 403.4 (M+H); UV 205.3, 293.4 nm.

Workup

  1. concentrationIt was concentrated in vacuo
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-2bd0e49a27254e56b534021749c52efa
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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