Dibutyltin oxide → HCID 178488415, compound

HRID 2189096Notes

Reaction equation

HRID 2189096 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[C:16]([NH:18][C:19]4[CH:20]=[C:21]([CH:26]=[CH:27][CH:28]=4)[O:22][CH2:23][C:24]#[N:25])=[N:15][CH:14]=[N:13][C:12]=3[O:11][C:10]=2[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:5][CH:4]=1.C[Si]([N:39]=[N+:40]=[N-:41])(C)C.C([Sn](=O)CCCC)CCC>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:17]3[C:16]([NH:18][C:19]4[CH:28]=[CH:27][CH:26]=[C:21]([O:22][CH2:23][C:24]5[NH:41][N:40]=[N:39][N:25]=5)[CH:20]=4)=[N:15][CH:14]=[N:13][C:12]=3[O:11][C:10]=2[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 58280058HCID 58280058, compound

Product 1

HCID 178488415HCID 178488415, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Stir a mixture of 100 mg (0.223 mmol) of (3-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]-pyrimidin-4-yl]amino}phenoxy)acetonitrile, 383 mg (3.345 mmol) of trimethylsilyl azide and 83.32 mg (0.334 mmol) of di-n-butyltin oxide in 5 ml of toluene at 80° C. overnight. After cooling, filter off the precipitated solid with suction, wash with toluene and dry at 50° C. under high vacuum overnight. 80.1 mg (73.1% of theory) of the target compound are obtained as a whitish solid.

Workup

  1. temperatureAfter cooling
  2. filtrationfilter off the precipitated solid with suction
  3. washwash with toluene
  4. customdry at 50° C. under high vacuum overnight
  5. custom80.1 mg (73.1% of theory) of the target compound are obtained as a whitish solid

Sources & evidence

ORD record
ord-76f28ee9828249e89e503750922393ae
Source dataset
uspto-grants-2012_12
Patent number
US08324222B2

Reaction notes

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