p-Toluenesulfonic acid → HCID 86606712, compound

HRID 2179716Notes

Reaction equation

HRID 2179716 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([NH:9][C:10]([C:12]1[O:13][C:14]3[C:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27][CH3:28])=[CH:19][CH:18]=[CH:17][C:15]=3[CH:16]=1)=[O:11])[CH2:2]2.[C:29]1([CH3:39])[CH:34]=[CH:33][C:32]([S:35]([OH:38])(=[O:37])=[O:36])=[CH:31][CH:30]=1>CO>[S:35]([C:32]1[CH:33]=[CH:34][C:29]([CH3:39])=[CH:30][CH:31]=1)([OH:38])(=[O:37])=[O:36].[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[C@@H:3]([NH:9][C:10]([C:12]1[O:13][C:14]3[C:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27][CH3:28])=[CH:19][CH:18]=[CH:17][C:15]=3[CH:16]=1)=[O:11])[CH2:2]2

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 9976826HCID 9976826, compound

Product 1

HCID 86606712HCID 86606712, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

95.9 mg (0.25 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-(2-methoxyphenyl)-1-benzofuran-2-carboxamide (Example 130) are dissolved in 2 ml of methanol. After addition of 49.2 mg (0.25 mmol) of p-toluenesulphonic acid, the mixture is concentrated and the residue is dried under high vacuum. 143 mg (99.4% of theory) of the title compound are obtained.

Workup

  1. concentrationthe mixture is concentrated
  2. customthe residue is dried under high vacuum

Sources & evidence

ORD record
ord-e7f01ab6c3e34f57b12869ad1aeda207
Source dataset
uspto-grants-2015_06
Patent number
US09067931B2

Reaction notes

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