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

HRID 880880Notes

Reaction equation

HRID 880880 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[F:9][C:10]1[C:11]([CH2:32][NH:33][CH3:34])=[CH:12][N:13]([S:22]([C:25]2[CH:26]=[N:27][CH:28]=[C:29]([F:31])[CH:30]=2)(=[O:24])=[O:23])[C:14]=1[C:15]1[C:16]([F:21])=[N:17][CH:18]=[CH:19][CH:20]=1>C(O)C>[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[F:9][C:10]1[C:11]([CH2:32][NH:33][CH3:34])=[CH:12][N:13]([S:22]([C:25]2[CH:26]=[N:27][CH:28]=[C:29]([F:31])[CH:30]=2)(=[O:23])=[O:24])[C:14]=1[C:15]1[C:16]([F:21])=[N:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 1110Succinic AcidHCID 671770021-(4-fluoro-5-(2-fluoropyridin-3-yl)-1-[(5-fluoropyridin-3-yl)sulfonyl]-1H-pyrrol-3-yl)-N-methylmethanamine

Product 1

HCID 671770011-{4-Fluoro-5-(2-fluoropyridin-3-yl)-1-[(5-fluoropyridin-3-yl)sulfonyl]-1H-pyrrol-3-yl}-N-methylmethanamine succinateYield 85.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of succinic acid (46 mg) in ethanol (4 mL) was added to 1-{4-fluoro-5-(2-fluoropyridin-3-yl)-1-[(5-fluoropyridin-3-yl)sulfonyl]-1H-pyrrol-3-yl}-N-methylmethanamine (150 mg), and the mixture was concentrated under reduced pressure. The residue was recrystallized from ethanol to give the title compound as a white solid (yield 167 mg, 85%).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-510c9d31cd0f468da90a00c4bff6fda0
Source dataset
uspto-grants-2015_03
Patent number
US08993598B2

Reaction notes

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