Methanesulfonic Acid → HCID 178422757, compound

HRID 1898435Notes

Reaction equation

HRID 1898435 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:23])([CH3:22])[O:21][C:17]=3[C:16]([C:24]([NH:26][C:27]3[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=3)=[O:25])=[CH:15][C:13]=2[N:14]=1.[CH3:37][S:38]([OH:41])(=[O:40])=[O:39]>CC(C)=O>[CH3:37][S:38]([OH:41])(=[O:40])=[O:39].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:22])([CH3:23])[O:21][C:17]=3[C:16]([C:24]([NH:26][C:27]3[CH:28]=[CH:29][C:30]([C:33]([F:35])([F:36])[F:34])=[CH:31][CH:32]=3)=[O:25])=[CH:15][C:13]=2[N:14]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 178422755HCID 178422755, compound

Product 1

HCID 178422757HCID 178422757, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2-[(2-chloro-6-fluorophenyl)amino]-7,7-dimethyl-N-[4-(trifluoromethyl)phenyl]-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxamide (Example-107, 0.100 g) in acetone was added methane sulphonic acid. The reaction mass was refluxed for 3 h followed by stirring at RT for 18 h. The reaction mass was filtered and the obtained residue was washed with DEE to afford 0.080 g of the desired product. 1HNMR (DMSO-d6): δ 1.59 (s, 6H), 2.30 (s, 3H), 3.19 (s, 2H), 7.57 (m, 3H), 7.64 (s, 1H), 7.73 (d, J=8.4 Hz, 2H), 7.93 (d, J=8.7 Hz, 2H), 10.03 (s, 1H), 12.0 (br, 3H).

Workup

  1. temperatureThe reaction mass was refluxed for 3 h
  2. filtrationThe reaction mass was filtered
  3. washthe obtained residue was washed with DEE

Sources & evidence

ORD record
ord-ffd245de0cb243238e719e5f90231d22
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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