Hydrochloric Acid → 2-(1-(4-Methoxy-2,6-dimethylphenylsulfonyl)-1,2,3,4-tetrahydroquinolin-7-yl)-1-(2,8-diazaspiro[4.5]decan-8-yl)ethanone hydrochloride

HRID 1808365Notes

Reaction equation

HRID 1808365 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[C:8]([CH3:10])[C:7]([S:11]([N:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([CH2:24][C:25]([N:27]4[CH2:43][CH2:42][C:30]5([CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32][CH2:31]5)[CH2:29][CH2:28]4)=[O:26])[CH:22]=3)[CH2:17][CH2:16][CH2:15]2)(=[O:13])=[O:12])=[C:6]([CH3:44])[CH:5]=1>CO>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH3:44])[C:7]([S:11]([N:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([CH2:24][C:25]([N:27]4[CH2:28][CH2:29][C:30]5([CH2:34][NH:33][CH2:32][CH2:31]5)[CH2:42][CH2:43]4)=[O:26])[CH:22]=3)[CH2:17][CH2:16][CH2:15]2)(=[O:12])=[O:13])=[C:8]([CH3:10])[CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59483808HCID 59483808, compound

Product 1

HCID 685056272-(1-(4-Methoxy-2,6-dimethylphenylsulfonyl)-1,2,3,4-tetrahydroquinolin-7-yl)-1-(2,8-diazaspiro[4.5]decan-8-yl)ethanone hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrogen chloride (1.25 M solution in methanol, 6.5 ml) was added at room temperature to a solution of tert-butyl 8-(2-(1-(4-methoxy-2,6-dimethylphenylsulfonyl)-1,2,3,4-tetrahydroquinolin-7-yl)acetyl)-2,8-diazaspiro[4.5]decane-2-carboxylate (0.5 g, 0.817 mmol) in methanol (5 ml), and the reaction mixture was refluxed for 1 h. The solvent was removed in vacuo and the residue was taken up in a small amount of acetone and added dropwise to cooled diethyl ether. Stirring was then carried out for 30 min. in an ice bath, and the resulting solid was filtered out and dried. Yield: 0.32 g (71%)

Workup

  1. temperaturethe reaction mixture was refluxed for 1 h
  2. customThe solvent was removed in vacuo
  3. additionadded dropwise
  4. temperatureto cooled diethyl ether
  5. filtrationthe resulting solid was filtered out
  6. customdried

Sources & evidence

ORD record
ord-634485f3c0da4240b2f39a3f4a08510c
Source dataset
uspto-grants-2013_01
Patent number
US08357717B2

Reaction notes

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