Sodium Azide → HCID 131729102, compound

HRID 1671436Notes

Reaction equation

HRID 1671436 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:34])([CH3:33])[CH:11]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)[C:12]([O:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)=[O:13])(=[O:7])=[O:6].[N-:35]=[N+:36]=[N-:37].[Na+]>CS(C)=O>[N:35]([CH2:2][CH2:3][CH2:4][S:5]([O:8][CH2:9][C:10]([CH3:34])([CH3:33])[CH:11]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)[C:12]([O:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)=[O:13])(=[O:7])=[O:6])=[N+:36]=[N-:37]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 131729101HCID 131729101, compound

Product 1

HCID 131729102HCID 131729102, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Following the general procedure for the preparation of azides of Description 16, 2-morpholin-4-ylethyl (2R/S)-4-[(3-chloropropyl)sulfonyloxy]-2-[(4-methoxyphenyl)methoxy]-3,3-dimethylbutanoate (27a) (0.22 g, 0.42 mmol) dissolved in 5 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 68 mg (1.0 mmol) of sodium azide (NaN3). After work-up, the crude material (27b) was used in the next step without further purification. MS (ESI) m/z 523.07 (M+H)+.

Workup

  1. customAfter work-up, the crude material (27b) was used in the next step without further purification

Sources & evidence

ORD record
ord-6f6992af615f478b894f89f1aabd6ff2
Source dataset
uspto-grants-2011_08
Patent number
US07994218B2

Reaction notes

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