Hydrochloric Acid → HCID 16775362, compound

HRID 1725876Notes

Reaction equation

HRID 1725876 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:17])=[O:16])=[C:8]([CH:13]=1)[C:9]([O:11]C)=[O:10])([O-:3])=[O:2].O.O.[OH-].[Li+].Cl>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:14][S:15]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)(=[O:17])=[O:16])=[C:8]([CH:13]=1)[C:9]([OH:11])=[O:10])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 68864584HCID 68864584, compound

Product 1

HCID 16775362HCID 16775362, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of Example 95A (10.9 mg, 0.032 mmol) in methanol (0.9 mL) and distilled water (0.01 mL) was treated with lithium hydroxide monohydrate (4.0 mg, 0.096 mmol), heated to 50° C. for 4 hours, cooled to room temperature, treated with 2N HCl (1 mL), and concentrated. The resulting residue was purified by chromatography to provide the desired product as a white solid. MS (ESI(−)) m/e 321 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ 8.62 (d, 1H), 8.06 (dd, 1H), 7.80 (m, 2H), 7.51 (m, 3H), 7.42 (d, 1H).

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated
  3. customThe resulting residue was purified by chromatography

Sources & evidence

ORD record
ord-e7672ffb1d00453ba254a458127883bd
Source dataset
uspto-grants-2009_02
Patent number
US07491718B2

Reaction notes

Loading…