4-(Tert-butyldimethylsilyloxymethyl)pyridine → HCID 86618779, compound

HRID 1159943Notes

Reaction equation

HRID 1159943 reaction equation
[NH2:1][O:2][S:3]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH3:13])=[CH:8][C:7]=1[CH3:14])(=[O:5])=[O:4].[CH3:15][C:16]([Si:19]([CH3:29])([CH3:28])[O:20][CH2:21][C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1)([CH3:18])[CH3:17]>C(Cl)Cl>[CH3:12][C:11]1[CH:10]=[C:9]([CH3:13])[CH:8]=[C:7]([CH3:14])[C:6]=1[S:3]([O-:5])(=[O:4])=[O:2].[NH2:1][N+:25]1[CH:26]=[CH:27][C:22]([CH2:21][O:20][Si:19]([C:16]([CH3:15])([CH3:17])[CH3:18])([CH3:29])[CH3:28])=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 109878804-(Tert-butyldimethylsilyloxymethyl)pyridineHCID 11830845O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine

Product 1

HCID 86618779HCID 86618779, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene (4.05 g, 18.8 mmol) in DCM (60 mL) was cooled to 0° C. 4-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-methyl)pyridine (3.50 g, 15.7 mmol) in DCM (2 mL) was added dropwise. Following complete addition, the mixture was stirred at rt for 45 min. The reaction mixture was evaporated under reduced pressure to give the product as a colorless foam.

Workup

  1. additionaddition
  2. customThe reaction mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d09df32a04744d058aee5f7709a1f9af
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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