Sodium Hydroxide → HCID 86615016, compound

HRID 732585Notes

Reaction equation

HRID 732585 reaction equation
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([C:10](=[O:16])[N:11]([CH3:15])[CH2:12][CH2:13][CH3:14])[CH:7]=[N:6][C:5]=1[Cl:17].[OH-].[Na+]>CO.O>[Cl:17][C:5]1[N:6]=[CH:7][C:8]([C:10](=[O:16])[N:11]([CH3:15])[CH2:12][CH2:13][CH3:14])=[CH:9][C:4]=1[C:3]([OH:18])=[O:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86615017HCID 86615017, compound

Product 1

HCID 86615016HCID 86615016, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Dissolve 2-chloro-5-(methyl-propylcarbamoyl)-nicotinic acid methyl ester (96 mg, 0.35 mmol) in 1 N sodium hydroxide (0.71 mL, 0.71 mmol) and methanol (2 mL). Stir at room temperature for 2 h. Concentrate organic and redissolve the residue in water (15 mL). Wash with dichloromethane (3×10 mL), acidify the aqueous layer with 1 N HCl to about pH=2. Extract with dichloromethane, dry (sodium sulfate) and concentrate to give the crude title product which is used in the next step without further purification.

Workup

  1. washWash with dichloromethane (3×10 mL)
  2. extractionExtract with dichloromethane
  3. dry with materialdry (sodium sulfate)
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-0a0f68ecb055457caa82f8d7b45fe5e9
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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