HCID 178451390, compound → HCID 178526039, compound

HRID 1045102Notes

Reaction equation

HRID 1045102 reaction equation
C([O:5][C:6](=[O:29])[CH2:7][S:8][C:9]1[NH:13][C:12]2[CH:14]=[C:15]([Cl:28])[C:16]([C:18]#[C:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][OH:27])=[CH:22][CH:21]=3)=[CH:17][C:11]=2[N:10]=1)(C)(C)C>C(O)(C(F)(F)F)=O.O.CS(C)=O>[Cl:28][C:15]1[C:16]([C:18]#[C:19][C:20]2[CH:21]=[CH:22][C:23]([CH2:26][OH:27])=[CH:24][CH:25]=2)=[CH:17][C:11]2[N:10]=[C:9]([S:8][CH2:7][C:6]([OH:29])=[O:5])[NH:13][C:12]=2[CH:14]=1

Participants

4

Reactant 1

HCID 178451390HCID 178451390, compound

Product 1

HCID 178526039HCID 178526039, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 22392675Trifluoroacetic acid waterSolvent

Procedure

In a 4 mL vial, compound 18-1 (25.3 mg, 0.059 mmol) was dissolved in 9:1 TFA/water (2 mL) and stirred at rt for 2 h. The solution was evaporated to dryness in vacuo to give oily brown residue, which was dissolved in DMSO (1.25 mL), filtered and purified by reverse-phase HPLC to give the title compound. LR-MS (API-ES): calculated for C18H13ClN2O3S 372.0, observed m/e 372.9 (M+H)+ (Rt 1.87 min).

Workup

  1. customThe solution was evaporated to dryness in vacuo
  2. customto give oily brown residue, which
  3. filtrationfiltered
  4. custompurified by reverse-phase HPLC

Sources & evidence

ORD record
ord-65bd071b154340acbf694f6fbf9a893c
Source dataset
uspto-grants-2013_10
Patent number
US08563746B2

Reaction notes

Loading…