Tert-butyldicarbonate → HCID 67727759, compound

HRID 963081Notes

Reaction equation

HRID 963081 reaction equation
[NH2:1][CH2:2][C:3]1[N:7]2[C:8]3[S:22][C:21]([CH2:23][CH3:24])=[CH:20][C:9]=3[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])=[N:11][CH2:12][C:6]2=[N:5][N:4]=1.[C:25](OC([O-])=O)([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26]>C(Cl)(Cl)Cl>[C:28]([O:27][C:25]([NH:1][CH2:2][C:3]1[N:7]2[C:8]3[S:22][C:21]([CH2:23][CH3:24])=[CH:20][C:9]=3[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:19])=[N:11][CH2:12][C:6]2=[N:5][N:4]=1)=[O:26])([CH3:31])([CH3:30])[CH3:29]

Participants

4

Reactant 2

HCID 22064466Tert-butyldicarbonateHCID 67727814HCID 67727814, compound

Product 1

HCID 67727759HCID 67727759, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

9-Aminomethyl-4-(2-chlorophenyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine (20 g) was dissolved in chloroform (200 ml). tert-Butyl dicarbonate (13.4 g) was added under ice-cooling, and the mixture was stirred at room temperature for 4 hours. The mixture was washed with a saturated aqueous sodium hydrogen-carbonate solution and saturated brine, and dried over magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from a mixed solvent of ethyl acetate and hexane to give 23.85 g of 9-(tert-butoxycarbonylaminomethyl)-4-(2-chlorophenyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine.

Workup

  1. temperaturecooling
  2. washThe mixture was washed with a saturated aqueous sodium hydrogen-carbonate solution and saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated
  5. customthe residue was recrystallized from a mixed solvent of ethyl acetate and hexane

Sources & evidence

ORD record
ord-6a5d89566bb844bb84dc5ec7e70d5f5a
Source dataset
uspto-grants-1998_06
Patent number
US05760032

Reaction notes

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