Sodium Azide → HCID 58243397, compound

HRID 2361671Notes

Reaction equation

HRID 2361671 reaction equation
CS(O[CH:6]1[CH2:9][N:8]([C:10]([N:12]2[CH2:18][CH2:17][CH2:16][N:15]([CH:19]3[CH2:22][CH2:21][CH2:20]3)[CH2:14][CH2:13]2)=[O:11])[CH2:7]1)(=O)=O.[N-:23]=[N+:24]=[N-:25].[Na+]>CS(C)=O.C(Cl)Cl>[N:23]([CH:6]1[CH2:9][N:8]([C:10]([N:12]2[CH2:18][CH2:17][CH2:16][N:15]([CH:19]3[CH2:22][CH2:21][CH2:20]3)[CH2:14][CH2:13]2)=[O:11])[CH2:7]1)=[N+:24]=[N-:25]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 58243380HCID 58243380, compound

Product 1

HCID 58243397HCID 58243397, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
80 °C

Procedure

1-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-3-yl methanesulfonate (200 mg, 0.61 mmol) was dissolved in DMSO (4 ml) and sodium azide (157 mg, 2.41 mmol) was added. The reaction was heated at 80° C. for 48 hours and then diluted with DCM (30 ml) and washed with water (10 ml), dried (MgSO4), filtered and concentrated at reduced pressure giving a yellow solid (140 mg, 83%), which was used directly in the next step.

Workup

  1. washwashed with water (10 ml)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-dc38e4bab49e450c9df1858a91b3cdaf
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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