Azido(trimethyl)stannane → HCID 178478529, compound

HRID 1938565Notes

Reaction equation

HRID 1938565 reaction equation
[C:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[N:18]=[C:17]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]4[O:27][CH2:28][O:29][C:23]=4[CH:22]=3)[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([Cl:30])[CH:15]=3)[N:10]=2)[CH2:5][CH2:4]1)#[N:2].C[Sn]([N:35]=[N+:36]=[N-:37])(C)C>C1(C)C=CC=CC=1>[ClH:30].[NH:35]1[C:1]([CH:3]2[CH2:8][CH2:7][N:6]([C:9]3[N:18]=[C:17]([NH:19][CH2:20][C:21]4[CH:26]=[CH:25][C:24]5[O:27][CH2:28][O:29][C:23]=5[CH:22]=4)[C:16]4[C:11](=[CH:12][CH:13]=[C:14]([Cl:30])[CH:15]=4)[N:10]=3)[CH2:5][CH2:4]2)=[N:2][N:37]=[N:36]1

Participants

4

Reactant 2

HCID 5104973Azido(trimethyl)stannaneHCID 21183965HCID 21183965, compound

Product 1

HCID 178478529HCID 178478529, compoundYield 199.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10 ml of toluene was added to a mixture comprising 0.50 g (0.0012 mol) of 2-(4-cyanopiperidino)-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline and 0.50 g (0.0024 mol) of trimethyl stannylazide. The mixture thus obtained was heated under reflux for two days. The reaction mixture was distilled under a reduced pressure to remove the solvent. The residue was suspended in 10 ml of ethanol, followed by the addition of 10 ml of hydrochloric acid. The mixture thus obtained was stirred at room temperature for several hours. The mixture was filtered to recover the crystal. The crystal was washed with water and air-dried to give 0.60 g of the title compound.

Workup

  1. customThe mixture thus obtained
  2. temperaturewas heated
  3. temperatureunder reflux for two days
  4. distillationThe reaction mixture was distilled under a reduced pressure
  5. customto remove the solvent
  6. additionfollowed by the addition of 10 ml of hydrochloric acid
  7. customThe mixture thus obtained
  8. filtrationThe mixture was filtered
  9. customto recover the crystal
  10. washThe crystal was washed with water
  11. customair-dried

Sources & evidence

ORD record
ord-cab02ab097934fcca92466020155dcc0
Source dataset
uspto-grants-1997_12
Patent number
US05693652

Reaction notes

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