Benzene, 1-fluoro-2-methyl-4-nitro- → Tert-butyldimethyl(2-(2-methyl-4-nitrophenoxy)ethoxy) silane

HRID 633446Notes

Reaction equation

HRID 633446 reaction equation
ClC1C=C(NC2N=C(N[C@@H]3C[C@H]4N(CCC4)C(C)(C)C3)C(F)=CN=2)C=CC=1OCCO.F[C:33]1[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][C:34]=1[CH3:42].CC(C)([O-])C.[K+].[Si:49]([O:56][CH2:57][CH2:58][OH:59])([C:52]([CH3:55])([CH3:54])[CH3:53])([CH3:51])[CH3:50]>C1COCC1>[C:52]([Si:49]([CH3:51])([CH3:50])[O:56][CH2:57][CH2:58][O:59][C:33]1[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][C:34]=1[CH3:42])([CH3:55])([CH3:54])[CH3:53]

Participants

6

Reactant 4

HCID 68001Benzene, 1-fluoro-2-methyl-4-nitro-HCID 111376652-(tert-Butyl(dimethyl)silyl)oxyethanolHCID 23665647Potassium tert-butoxideHCID 718112862-(2-chloro-4-((4-(((7R,8aS)-5,5-dimethyloctahydroindolizin-7-yl)amino)-5-fluoropyrimidin-2-yl)amino)phenoxy)ethan-1-ol

Product 1

HCID 86704536Tert-butyldimethyl(2-(2-methyl-4-nitrophenoxy)ethoxy) silane

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A similar procedure as detailed above for Compound 133 was used. 2-fluoro-5-nitrotoluene (310 mg, 2.0 mmol), potassium tert-butoxide (494 mg, 4.4 mmol) and 2-((tert-butyldimethylsilyl)oxy)ethan-1-ol (705 mg, 4.0 mmol) in THF (6 mL) was stirred for 3 hr at room temperature to give the product after workup (yield assumed quantitative=623 mg). The product was used in the next step without further purification.

Workup

  1. customto give the product
  2. customafter workup (yield assumed quantitative=623 mg)
  3. customThe product was used in the next step without further purification

Sources & evidence

ORD record
ord-3516749a84db4a139303a24f6700fe7c
Source dataset
uspto-grants-2016_04
Patent number
US09321763B2

Reaction notes

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