Dimethylamine → 1-[5-Fluoro-7-(methylsulfonyl)-4H-1,3-benzodioxin-2-YL]-N,N-dimethylmethanamine

HRID 452430Notes

Reaction equation

HRID 452430 reaction equation
Br[CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[C:10]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:11]=[C:12]([F:13])[C:6]=2[CH2:5][O:4]1.[CH3:18][NH:19][CH3:20]>CCO>[F:13][C:12]1[C:6]2[CH2:5][O:4][CH:3]([CH2:2][N:19]([CH3:20])[CH3:18])[O:8][C:7]=2[CH:9]=[C:10]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:11]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 668876212-(bromomethyl)-5-fluoro-7-(methylsulfonyl)-4H-1,3-benzodioxine

Product 1

HCID 444824451-[5-Fluoro-7-(methylsulfonyl)-4H-1,3-benzodioxin-2-YL]-N,N-dimethylmethanamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Preparation according to Example 34 using 2-(bromomethyl)-5-fluoro-7-(methylsulfonyl)-4H-1,3-benzodioxine (7 mg, 0.021 mmol), N-methylmethanamine (2.0 M in MeOH, 0.5 ml) and EtOH (3 ml). MS m/z (rel. intensity, 70 eV) 289 (M+, 0.2), 141 (2), 95 (4), 75 (5), 59 (4), 58 (bp).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-86c1c826f16c44cb9046b669d90b9055
Source dataset
uspto-grants-2013_07
Patent number
US08492372B2

Reaction notes

Loading…