Hydrochloric Acid → HCID 66656110, compound

HRID 2367729Notes

Reaction equation

HRID 2367729 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([C:15](=[O:17])[NH2:16])[CH:9]=2)=[O:5])C.Cl>O1CCOCC1.O.O>[C:15]([C:10]1[CH:9]=[C:8]2[C:13]([CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]2)=[CH:12][CH:11]=1)(=[O:17])[NH2:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66656384HCID 66656384, compound

Product 1

HCID 66656110HCID 66656110, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

Treat a solution of 6-carbamoyl-1H-indole-2-carboxylic acid ethyl ester (54 mg, 0.23 mmol) in dioxane/water (5:1, 12 mL) with LiOH monohydrate (14 mg, 0.33 mmol). Stir the reaction at rt overnight. Concentrate the reaction to dryness and dissolve the residue in water (5 mL) to form a solution. Acidify with 1 M HCl solution to form a solid. Collect by filtration and dry to give the desired product 6-carbamoyl-1H-indole-2-carboxylic acid as a solid in 70% yield (33 mg, 0.16 mmol).

Workup

  1. customthe reaction at rt overnight
  2. concentrationConcentrate
  3. customthe reaction to dryness
  4. customto form a solution
  5. customto form a solid
  6. filtrationCollect by filtration
  7. customdry

Sources & evidence

ORD record
ord-6ada3eeaeef6427c8d5205d36297f6f9
Source dataset
uspto-grants-2014_04
Patent number
US08697911B2

Reaction notes

Loading…