Hydrochloric Acid → 8-(Azetidin-3-yl)-3-(phenylsulfonyl)quinoline hydrochloride

HRID 884343Notes

Reaction equation

HRID 884343 reaction equation
[C:1]1([S:7]([C:10]2[CH:11]=[N:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][C:14]=3[CH:20]2[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:31]>C(Cl)Cl>[ClH:31].[NH:22]1[CH2:23][CH:20]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:13]=2[N:12]=[CH:11][C:10]([S:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:9])=[O:8])=[CH:19]3)[CH2:21]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66854416Tert-butyl 3-(3-(phenylsulfonyl)quinolin-8-yl)azetidine-1-carboxylate

Product 1

HCID 249480478-(Azetidin-3-yl)-3-(phenylsulfonyl)quinoline hydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 3-(3-(phenylsulfonyl)quinolin-8-yl)azetidine-1-carboxylate (54 mg, 0.13 mmol) in CH2Cl2 (3 ml) was treated with hydrochloric acid (1M in ether, 0.3 ml) at 0° C. and then stirred at room temperature for 16 h. After concentration, the product was washed with EtOAc and dried in vacuo to give the title compound (45 mg, 98%) as a white solid.

Workup

  1. concentrationAfter concentration
  2. washthe product was washed with EtOAc
  3. customdried in vacuo

Sources & evidence

ORD record
ord-2cd61cfdd8ef4e1093d120033b7be290
Source dataset
uspto-grants-2012_08
Patent number
US08242102B2

Reaction notes

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