Hydrochloric Acid → HCID 57481349, compound

HRID 2250603Notes

Reaction equation

HRID 2250603 reaction equation
[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]([CH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:10]=[C:11]([C:12]3[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=3)[C:15](N)=[O:16])[C:6]2=[CH:5][CH:4]=1)[CH3:2].[OH2:26].[OH-].[K+].Cl>C(O)C>[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]([CH2:21][C:22]([CH3:25])([CH3:23])[CH3:24])[CH:10]=[C:11]([C:12]3[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=3)[C:15]([OH:16])=[O:26])[C:6]2=[CH:5][CH:4]=1)[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium Hydroxide3×HCID 57481348HCID 57481348, compound

Product 1

HCID 57481349HCID 57481349, compoundYield 54.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 3-(7-ethyl-2-neopentylpyrrolo[1,2-b]pyridazin-4-yl)benzamide (35 mg) in ethanol (1 mL) was added water (0.2 mL) and potassium hydroxide (68.9 mg) at ambient temperature. The reaction mixture was heated at 60° C. After 2 hours, potassium hydroxide (100 mg) was added. After 5 hours, potassium hydroxide (100 mg) was added. After 12 hours, the mixture was acidified with 1N hydrogen chloride. The precipitate was filtered, washed with water and ethyl acetate to give 3-(7-ethyl-2-neopentylpyrrolo-[1,2-b]pyridazin-4-yl)benzoic acid as an yellow solid (19 mg, 54.1%).

Workup

  1. waitAfter 5 hours
  2. waitAfter 12 hours
  3. filtrationThe precipitate was filtered
  4. washwashed with water and ethyl acetate

Sources & evidence

ORD record
ord-d74a0df1535547deaf40065088145d6d
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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