Hydrochloric Acid → HCID 59023721, compound

HRID 1678225Notes

Reaction equation

HRID 1678225 reaction equation
C[O:2][C:3](=[O:25])[CH2:4][NH:5][C:6]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:18]3[CH:23]=[CH:22][N:21]=[C:20]([NH2:24])[N:19]=3)[CH:15]=2)[NH:10][N:9]=1)=[O:7].[OH-].[Na+].Cl>O1CCOCC1>[NH2:24][C:20]1[N:19]=[C:18]([NH:17][C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[NH:10][N:9]=[C:8]3[C:6]([NH:5][CH2:4][C:3]([OH:25])=[O:2])=[O:7])[CH:23]=[CH:22][N:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59023913HCID 59023913, compound

Product 1

HCID 59023721HCID 59023721, compoundYield 7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of {[5-(2-amino-pyrimidin-4-ylamino)-1H-indazole-3-carbonyl]-amino}acetic acid methyl ester (was prepared from Example N.2.8, B, 0.014 g, 0.043 mmol) and 2M aqueous NaOH solution (1.0 mL, 2.0 mmol) in 1,4-dioxane (2 mL) was stirred at ambient temperature for about 30 minutes. The reaction mixture was acidified with 1M aqueous HCl solution until pH 3. The white precipitation was filtered off, washed with water (3 mL) and dried under reduced pressure to give {[5-(2-amino-pyrimidin-4-ylamino)-1H-indazole-3-carbonyl]-amino}-acetic acid (0.001 g, 0.003 mmol); RP HPLC (Table 1, Method a) Rt=0.42 min; m/z: (M+H)+ 328.2.

Workup

  1. customThe white precipitation
  2. filtrationwas filtered off
  3. washwashed with water (3 mL)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-737279d8f5634ea494efd90d2f0c35d8
Source dataset
uspto-grants-2011_08
Patent number
US08008481B2

Reaction notes

Loading…