Hydrochloric Acid → HCID 57742149, compound

HRID 660346Notes

Reaction equation

HRID 660346 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:7]1[CH:16]=[CH:15][C:10]2[N:11]=[C:12]([NH2:14])[S:13][C:9]=2[CH:8]=1)[CH3:6])[CH3:2].[CH3:18][S:19](Cl)(=[O:21])=[O:20].Cl>N1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:7]1[CH:16]=[CH:15][C:10]2[N:11]=[C:12]([NH:14][S:19]([CH3:18])(=[O:21])=[O:20])[S:13][C:9]=2[CH:8]=1)[CH3:6])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 13477940Ethyl 2-amino-alpha-methylbenzothiazole-6-acetate

Product 1

HCID 57742149HCID 57742149, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4 (347 mg, 1 mmol) in pyridine (3 ml) is added to MsCl (0.13 ml, 1.21 mmol) at room temperature. The reaction mixture is stirred for 14 h at room temperature. 1 N HCl (30 ml) is added to the mixture. The mixture extracted with ethyl acetate. The organic layer is dried over magnesium sulfate. The filtrate was concentrated in vacuo. The residue was purified by flash column chromatography (n-Hexane:EtOAc).

Workup

  1. extractionThe mixture extracted with ethyl acetate
  2. dry with materialThe organic layer is dried over magnesium sulfate
  3. concentrationThe filtrate was concentrated in vacuo
  4. customThe residue was purified by flash column chromatography (n-Hexane:EtOAc)

Sources & evidence

ORD record
ord-ff786c1545fb463bb074054f0acefcdb
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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