1-{4-Fluoro-5-(2-fluoropyridin-3-yl)-1-[(4-methylpyridin-2-yl)sulfonyl]-1H-pyrrol-3-yl}-N-methylmethanamine hydrochloride → 1-{4-Fluoro-5-(2-fluoropyridin-3-yl)-1-[(4-methylpyridin-2-yl)sulfonyl]-1H-pyrrol-3-yl}-N-methylmethanamine

HRID 880877Notes

Reaction equation

HRID 880877 reaction equation
Cl.[F:2][C:3]1[C:4]([CH2:25][NH:26][CH3:27])=[CH:5][N:6]([S:15]([C:18]2[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][N:19]=2)(=[O:17])=[O:16])[C:7]=1[C:8]1[C:9]([F:14])=[N:10][CH:11]=[CH:12][CH:13]=1>C(=O)([O-])O.[Na+]>[F:2][C:3]1[C:4]([CH2:25][NH:26][CH3:27])=[CH:5][N:6]([S:15]([C:18]2[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][N:19]=2)(=[O:17])=[O:16])[C:7]=1[C:8]1[C:9]([F:14])=[N:10][CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 1

HCID 446344811-{4-Fluoro-5-(2-fluoropyridin-3-yl)-1-[(4-methylpyridin-2-yl)sulfonyl]-1H-pyrrol-3-yl}-N-methylmethanamine hydrochloride

Product 1

HCID 446344821-{4-Fluoro-5-(2-fluoropyridin-3-yl)-1-[(4-methylpyridin-2-yl)sulfonyl]-1H-pyrrol-3-yl}-N-methylmethanamineYield 95%

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

1-{4-Fluoro-5-(2-fluoropyridin-3-yl)-1-[(4-methylpyridin-2-yl)sulfonyl]-1H-pyrrol-3-yl}-N-methylmethanamine hydrochloride (751 mg) was dissolved in saturated aqueous sodium hydrogen carbonate, and extracted twice with ethyl acetate. Combined organic layers were washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound as a pale-yellow oil (yield 647 mg, 95%).

Workup

  1. extractionextracted twice with ethyl acetate
  2. washCombined organic layers were washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-852c9a7ef2b94f5b9618903391778e4b
Source dataset
uspto-grants-2015_03
Patent number
US08993598B2

Reaction notes

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