Hydrochloric Acid → STK598682

HRID 416288Notes

Reaction equation

HRID 416288 reaction equation
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH:11]2[S:15][C:14](=[O:16])[NH:13][C:12]2=[O:17])=[CH:6][CH:5]=1.Cl>CC(O)=O.O>[O:16]=[C:14]1[NH:13][C:12](=[O:17])[CH:11]([CH2:10][C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:18])=[O:2])=[CH:5][CH:6]=2)[S:15]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58930546HCID 58930546, compound

Product 1

HCID 4097443STK598682Yield 41.5%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A solution of methyl ester 351 (250 mg, 0.94 mmol) in AcOH (10 ml) was treated with conc. HCl (5 ml) and the reaction mixture was heated at 120° C. for 2 hrs, cooled and evaporated to produce a solid residue which was re-suspended in water and collected by filtration to afford the title compound (98 mg, 41% yield). LRMS: 251.3 (calcd.), 250.1 [M−H]− (found).

Workup

  1. temperaturecooled
  2. customevaporated
  3. customto produce a solid residue which
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-e9abed65254f459fb8ff64bb93300a44
Source dataset
uspto-grants-2012_01
Patent number
US08088805B2

Reaction notes

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