Hydrochloric Acid → HCID 18771728, compound

HRID 460248Notes

Reaction equation

HRID 460248 reaction equation
[OH-].[Na+].[N:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[C:12]([NH:14][C:15](=[O:33])[NH:16][C:17]3[N:22]=[C:21]([CH2:23][N:24]4[CH2:28][CH2:27][CH2:26][CH:25]4[C:29]([O:31]C)=[O:30])[CH:20]=[CH:19][CH:18]=3)[N:13]=2)=[CH:5][CH:4]=1.Cl>CO>[N:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:10][CH:11]=[C:12]([NH:14][C:15](=[O:33])[NH:16][C:17]3[N:22]=[C:21]([CH2:23][N:24]4[CH2:28][CH2:27][CH2:26][CH:25]4[C:29]([OH:31])=[O:30])[CH:20]=[CH:19][CH:18]=3)[N:13]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18771682HCID 18771682, compound

Product 1

HCID 18771728HCID 18771728, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 1.0 N NaOH solution (0.40 mL) was added to a solution of methyl 1-{6-[3-(2-pyridin-4-yl-thiazol-4-yl)ureido]-pyridin-2-ylmethyl}pyrrolidine-2-carboxylate (3 mg, 6.84 μM, Example 77) in MeOH (1 mL) and the resulting mixture was stirred at RT for 12 h. The mixture was adjusted to pH 7 with 1N HCl solution and concentrated in vacuo. The residue was dissolved in CH2Cl2 and a few drops of MeOH. A precipitate formed and was collected to give a white solid. MS m/z: 423.5 (M−H) Calc'd for C20H20N6O3S-424.48.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in CH2Cl2
  3. customA precipitate formed
  4. customwas collected
  5. customto give a white solid

Sources & evidence

ORD record
ord-4d372fb506c24570ac1d9973ac41aef1
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

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