Sodium Hydroxide → HCID 178508431, compound

HRID 241414Notes

Reaction equation

HRID 241414 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[NH:12][C:11]3[CH:13]=[CH:14][C:15]([CH2:17][C:18]([O:20]CC)=[O:19])=[CH:16][C:10]=3[N:9]=2)=[CH:6][C:5]([I:23])=[CH:4][N:3]=1.[OH-].[Na+]>CO>[NH2:1][C:2]1[C:7]([C:8]2[NH:12][C:11]3[CH:13]=[CH:14][C:15]([CH2:17][C:18]([OH:20])=[O:19])=[CH:16][C:10]=3[N:9]=2)=[CH:6][C:5]([I:23])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178470644HCID 178470644, compound

Product 1

HCID 178508431HCID 178508431, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9.2 51 mg (0.121 mmol) of ethyl [2-(2-amino-5-iodopyridin-3-yl)-1H-benzimidazol-5-yl]acetate are dissolved in 5 ml of methanol, and 242 μl of 1N NaOH (0.242 mmol) are added. The reaction mixture is irradiated for 10 min at 100° C. in a microwave unit. After cooling, it is evaporated to dryness and adjusted to pH 4-5 by means of 1N HCl. The precipitate formed is filtered off with suction and dried, giving [2-(2-amino-5-iodopyridin-3-yl)-1H-benzimidazol-5-yl]acetic acid; HPLC-MS [M+H]+ 395.0.

Workup

  1. customThe reaction mixture is irradiated for 10 min at 100° C. in a microwave unit
  2. temperatureAfter cooling
  3. customit is evaporated to dryness
  4. customThe precipitate formed
  5. filtrationis filtered off with suction
  6. customdried

Sources & evidence

ORD record
ord-1b1fb3aa6cc44b47ad4d3f68877e7b04
Source dataset
uspto-grants-2014_02
Patent number
US08648201B2

Reaction notes

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