Sodium Azide → HCID 131723535, compound

HRID 989683Notes

Reaction equation

HRID 989683 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[N:12]([CH2:13][CH2:14]S)[CH2:11][C@@H:10]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:9]([S:23]([CH2:26][CH2:27][CH3:28])(=[O:25])=[O:24])[CH2:8][C:7]=2[CH:29]=1)#[N:2].[N-:30]=[N+:31]=[N-:32].[Na+]>CN(C=O)C.O>[N:30]([CH2:14][CH2:13][N:12]1[C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:29][C:7]=2[CH2:8][N:9]([S:23]([CH2:26][CH2:27][CH3:28])(=[O:24])=[O:25])[C@H:10]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:11]1)=[N+:31]=[N-:32]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 10296290HCID 10296290, compound

Product 1

HCID 131723535HCID 131723535, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of Compound B of Example 27 (95.2 mg, 0.2 mmol) and sodium azide (15 mg, 0.23 mmol) in DMF (0.5 mL) was stirred at 70° C. overnight. The mixture was cooled to rt and diluted with water. The solid was collected, washed with water and dried to afford the title compound, 83 mg (95%) LC/MS: m/e (M+H)+=439.

Workup

  1. temperatureThe mixture was cooled to rt
  2. customThe solid was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-28d5666c3f6d42258dcafd905594602a
Source dataset
uspto-grants-2002_10
Patent number
US06458783B1

Reaction notes

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