Nitrogen → [1-(2-Acetyl-thiazol-4-ylmethyl)-1H-pyrazol-4-yl]-carbamic acid 2-chloro-benzyl ester

HRID 2065338Notes

Reaction equation

HRID 2065338 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:11]=[N:12][N:13]([CH2:15][C:16]2[N:17]=[C:18]([CH:21]([OH:23])[CH3:22])[S:19][CH:20]=2)[CH:14]=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:11]=[N:12][N:13]([CH2:15][C:16]2[N:17]=[C:18]([C:21](=[O:23])[CH3:22])[S:19][CH:20]=2)[CH:14]=1

Participants

5

Reactant 2

HCID 947NitrogenHCID 66928805{1-[2-(1-Hydroxy-ethyl)-thiazol-4-ylmethyl]-1H-pyrazol-4-yl}-carbamic acid 2-chloro-benzyl ester

Product 1

HCID 66928859[1-(2-Acetyl-thiazol-4-ylmethyl)-1H-pyrazol-4-yl]-carbamic acid 2-chloro-benzyl ester

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 694302-OxopropiononitrileSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of {1-[2-(1-hydroxy-ethyl)-thiazol-4-ylmethyl]-1H-pyrazol-4-yl}-carbamic acid 2-chloro-benzyl ester in AcCN (1.0 mL) was treated at rt with MnO2 (49.2 mg, 0.51 mmol) and the reaction mixture was stirred at rt overnight before being filtered through Celite to give the title compound as a brown foam. LC-MS-conditions 02: tR=0.98 min; [M+H]+=390.98.

Workup

  1. filtrationbefore being filtered through Celite

Sources & evidence

ORD record
ord-81337a0074a14c53b65661c04f6ad583
Source dataset
uspto-grants-2012_10
Patent number
US08288419B2

Reaction notes

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