Hydrochloric Acid → HCID 21995913, compound

HRID 1978658Notes

Reaction equation

HRID 1978658 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:41])(=[O:40])[C:23]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][CH3:39])=[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.[ClH:42]>C1COCC1>[ClH:42].[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:41])(=[O:40])[C:23]3[CH:29]=[CH:28][C:27]([C:30]4[CH:31]=[CH:32][C:33]([O:36][CH2:37][CH2:38][CH3:39])=[CH:34][CH:35]=4)=[CH:26][C:24]=3[CH:25]=2)=[O:18])=[CH:12][CH:11]=1)[CH:3]1[CH2:4][CH2:5][O:6][CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 3009392HCID 3009392, compound

Product 1

HCID 21995913HCID 21995913, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-[4-[[N-methyl-N-(tetrahydropyran-4-yl)amino]methyl]phenyl]-7-(4-propoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide (17.6 g) in THF (1160 ml) was added at room temperature 6N hydrochloric acid (10 ml), and the mixture was stirred for 2 hours. Precipitated crystals were collected by filtration and washed with THF and diisopropylether to give colorless crystals, which were recrystallized from ethanol/water to give colorless crystals of N-[4-[[N-methyl-N-(tetrahydropyran-4-yl)amino]methyl]phenyl]-7-(4-propoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxamide hydrochloride (Compound 76) (13.2 g).

Workup

  1. customPrecipitated crystals
  2. filtrationwere collected by filtration
  3. washwashed with THF and diisopropylether
  4. customto give colorless crystals, which
  5. customwere recrystallized from ethanol/water

Sources & evidence

ORD record
ord-737f4d3d3c724b699b81fc1c84cc2b65
Source dataset
uspto-grants-2001_05
Patent number
US06235771B1

Reaction notes

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