Water → HCID 123580474, compound

HRID 590550Notes

Reaction equation

HRID 590550 reaction equation
CS(O[CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C:13]2[CH:18]=[C:17]([F:19])[C:16]([N:20]3[CH2:25][CH2:24][Si:23]([CH3:27])([CH3:26])[CH2:22][CH2:21]3)=[C:15]([F:28])[CH:14]=2)[CH2:8]1)(=O)=O.[N-:29]=[N+:30]=[N-:31].[Na+].O>CN(C=O)C>[N:29]([CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C:13]2[CH:18]=[C:17]([F:19])[C:16]([N:20]3[CH2:21][CH2:22][Si:23]([CH3:26])([CH3:27])[CH2:24][CH2:25]3)=[C:15]([F:28])[CH:14]=2)[CH2:8]1)=[N+:30]=[N-:31]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 89508664HCID 89508664, compound

Product 1

HCID 123580474HCID 123580474, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To the Mesyl compound 18a (320 mg, 0.74 mmol) in DMF, NaN3 (63 mg, 0.97 mmol) is added and stirred at 60° C. for 2 h. Water (5 mL) is added and extracted with DCM (2×5 mL), dried and concentrated. The crude (300 mg) is used for further steps without purification.

Workup

  1. extractionextracted with DCM (2×5 mL)
  2. customdried
  3. concentrationconcentrated
  4. customThe crude (300 mg) is used for further steps without purification

Sources & evidence

ORD record
ord-970b245b3ffd4f64b4f9056827034fa1
Source dataset
uspto-grants-2016_01
Patent number
US09233989B2

Reaction notes

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