Nitrogen → [2-(2-Acetyl-oxazol-4-ylmethyl)-2H-[1,2,3]triazol-4-yl]-carbamic acid 2-chloro-benzyl ester

HRID 42975Notes

Reaction equation

HRID 42975 reaction equation
N#N.[Cl:3][C:4]1[CH:28]=[CH:27][CH:26]=[CH:25][C:5]=1[CH2:6][O:7][C:8](=[O:24])[NH:9][C:10]1[CH:14]=[N:13][N:12]([CH2:15][C:16]2[N:17]=[C:18]([CH:21]([OH:23])[CH3:22])[O:19][CH:20]=2)[N:11]=1>C(C#N)(C)=O.O=[Mn]=O>[Cl:3][C:4]1[CH:28]=[CH:27][CH:26]=[CH:25][C:5]=1[CH2:6][O:7][C:8](=[O:24])[NH:9][C:10]1[CH:14]=[N:13][N:12]([CH2:15][C:16]2[N:17]=[C:18]([C:21](=[O:23])[CH3:22])[O:19][CH:20]=2)[N:11]=1

Participants

5

Reactant 2

HCID 947NitrogenHCID 67365195HCID 67365195, compound

Product 1

HCID 67367462[2-(2-Acetyl-oxazol-4-ylmethyl)-2H-[1,2,3]triazol-4-yl]-carbamic acid 2-chloro-benzyl ester

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 694302-OxopropiononitrileSolvent

Conditions

Temperature
50 °C

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of {2-[2-(1-hydroxy-ethyl)-oxazol-4-ylmethyl]-2H-[1,2,3]triazol-4-yl}-carbamic acid 2-chloro-benzyl ester (10 mg, 0.03 mmol) in AcCN (5.0 mL) was treated at rt with MnO2 (13 mg, 0.13 mmol) and the reaction mixture was stirred at 50° C. for 2 h before being filtered through Celite. TLC: rf (EA)=0.60. LC-MS-conditions 02: tR=0.97 min; [M+H]+=376.04.

Workup

  1. filtrationbefore being filtered through Celite

Sources & evidence

ORD record
ord-6a14fd83d40644cab99c7b13800a9255
Source dataset
uspto-grants-2013_09
Patent number
US08536209B2

Reaction notes

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