Water → HCID 71548966, compound

HRID 590546Notes

Reaction equation

HRID 590546 reaction equation
CS(O[CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][Si:22]([CH3:26])([CH3:25])[CH2:21][CH2:20]3)=[C:15]([F:27])[CH:14]=2)[CH2:8]1)(=O)=O.[N-:28]=[N+:29]=[N-:30].[Na+].O>CN(C=O)C>[N:28]([CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:20][CH2:21][Si:22]([CH3:26])([CH3:25])[CH2:23][CH2:24]3)=[C:15]([F:27])[CH:14]=2)[CH2:8]1)=[N+:29]=[N-:30]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 89500489HCID 89500489, compound

Product 1

HCID 71548966HCID 71548966, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To the Mesyl compound 18 (250 mg, 0.59 mmol) in DMF, NaN3 (78 mg, 1.20 mmol) is added and stirred at 60° C. for 2 h. Water (5 mL) is then added and extracted with DCM (2×5 mL), dried and concentrated. The crude (220 mg) is used for further steps without purification.

Workup

  1. extractionextracted with DCM (2×5 mL)
  2. customdried
  3. concentrationconcentrated
  4. customThe crude (220 mg) is used for further steps without purification

Sources & evidence

ORD record
ord-e6aa2512f8124accbfc41470810f2064
Source dataset
uspto-grants-2016_01
Patent number
US09233989B2

Reaction notes

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