Methanesulfonic Acid → N-[4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]phenyl]-7-[4-(2-propoxyethoxy)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide methanesulfonate

HRID 1978787Notes

Reaction equation

HRID 1978787 reaction equation
[CH3:1][N:2]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]([C:19]2[CH2:20][CH2:21][S:22](=[O:44])(=[O:43])[C:23]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][CH3:42])=[CH:32][CH:31]=4)=[CH:26][C:24]=3[CH:25]=2)=[O:18])=[CH:12][CH:11]=1)[CH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[CH3:45][S:46]([OH:49])(=[O:48])=[O:47]>C(O)C>[CH3:45][S:46]([OH:49])(=[O:48])=[O:47].[CH3:1][N:2]([CH2:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17]([C:19]2[CH2:20][CH2:21][S:22](=[O:44])(=[O:43])[C:23]3[CH:29]=[CH:28][C:27]([C:30]4[CH:31]=[CH:32][C:33]([O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][CH3:42])=[CH:34][CH:35]=4)=[CH:26][C:24]=3[CH:25]=2)=[O:18])=[CH:14][CH:15]=1)[CH:3]1[CH2:4][CH2:5][O:6][CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 3009396N-[4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]phenyl]-7-[4-(2-propoxyethoxy)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide

Product 1

HCID 21995811N-[4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]phenyl]-7-[4-(2-propoxyethoxy)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide methanesulfonate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of N-[4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]phenyl]-7-[4-(2-propoxyethoxy)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide (0.80 g) in ethanol (50 ml) was added at room temperature methanesulfonic acid (84 μl), and the mixture was stirred for 1 hour and concentrated under reduced pressure. The residue was crystallized from 2-propanol to give colorless crystals of N-[4-[N-methyl-N-(tetrahydropyran-4-yl)aminomethyl]phenyl]-7-[4-(2-propoxyethoxy)phenyl]-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide methanesulfonate (Compound 146) (0.78 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was crystallized from 2-propanol

Sources & evidence

ORD record
ord-1c53d4c77ca249ceb0a56af54f651f8e
Source dataset
uspto-grants-2001_05
Patent number
US06235771B1

Reaction notes

Loading…