Bromine → HCID 69152712, compound

HRID 1744094Notes

Reaction equation

HRID 1744094 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([NH:6][C@H:7]([C:12]([O:14][CH3:15])=[O:13])[CH2:8][CH:9]([CH3:11])[CH3:10])=[N:2]1.[Br:16]Br>ClCCl.C(O)(=O)C>[Br:16][C:4]1[C:3]([NH:6][C@H:7]([C:12]([O:14][CH3:15])=[O:13])[CH2:8][CH:9]([CH3:10])[CH3:11])=[N:2][S:1][CH:5]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 69152833HCID 69152833, compound

Product 1

HCID 69152712HCID 69152712, compoundYield 102.3%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent2×

Procedure

To a solution of methyl N-isothiazol-3-yl-L-leucinate (160 mg, 0.70 mmol) in dichloromethane (3 mL) and acetic acid (0.5 mL) was added bromine (0.04 mL, 0.78 mmol). The solution was stirred for 45 min, then diluted with dichloromethane and washed with saturated aqueous NaHCO3 and brine, filtered through cotton and evaporated to give 220 mg of methyl N-(4-bromoisothiazol-3-yl)-L-leucinate.

Workup

  1. washwashed with saturated aqueous NaHCO3 and brine
  2. filtrationfiltered through cotton
  3. customevaporated

Sources & evidence

ORD record
ord-ab8b512ee6bb4a439757a19a11bfc1e0
Source dataset
uspto-grants-2006_03
Patent number
US07012075B2

Reaction notes

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