Fumaric Acid → 2-(cyclohexylmethyl)-N-{2-[(2S)-1-methylpyrrolidin-2-yl]ethyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide difumarate monohydrate

HRID 1182985Notes

Reaction equation

HRID 1182985 reaction equation
[CH:1]1([CH2:7][N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][C:12]([S:18]([NH:21][CH2:22][CH2:23][C@@H:24]4[CH2:28][CH2:27][CH2:26][N:25]4[CH3:29])(=[O:20])=[O:19])=[CH:13][CH:14]=3)[CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34]>CO>[OH2:19].[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34].[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34].[CH:1]1([CH2:7][N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][C:12]([S:18]([NH:21][CH2:22][CH2:23][C@@H:24]4[CH2:28][CH2:27][CH2:26][N:25]4[CH3:29])(=[O:19])=[O:20])=[CH:13][CH:14]=3)[CH2:9]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 115026452-(cyclohexylmethyl)-N-{2-[(2S)-1-methylpyrrolidin-2-yl]ethyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide

Product 1

HCID 498537492-(cyclohexylmethyl)-N-{2-[(2S)-1-methylpyrrolidin-2-yl]ethyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide difumarate monohydrate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(Cyclohexylmethyl)-N-{2-[(2S)-1-methylpyrrolidin-2-yl]ethyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide (318 mg, 0.756 mmol) was dissolved in methanol (3 mL). Fumaric acid solution (29 mg/3 mL, 2.1 equivalents) was added. The mixture was dried at room temperature under vacuum. The recovered solid was dissolved in isopropanol (1 mL). One milliliter of ethyl acetate was added and the solution was placed in refrigerator. The solids were collected by vacuum filtration.

Workup

  1. customThe mixture was dried at room temperature under vacuum
  2. dissolutionThe recovered solid was dissolved in isopropanol (1 mL)
  3. additionOne milliliter of ethyl acetate was added
  4. filtrationThe solids were collected by vacuum filtration

Sources & evidence

ORD record
ord-05fd88cffbd74b2e8d5b4644657cc965
Source dataset
uspto-grants-2014_03
Patent number
US08664245B2

Reaction notes

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