Pyrrolidine → HCID 178516811, compound

HRID 331029Notes

Reaction equation

HRID 331029 reaction equation
Cl[C:2]1[N:7]=[N:6][CH:5]=[C:4]([OH:8])[CH:3]=1.[NH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1>>[N:9]1([C:2]2[N:7]=[N:6][CH:5]=[C:4]([OH:8])[CH:3]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 178516810HCID 178516810, compound

Product 1

HCID 178516811HCID 178516811, compoundYield 67.6%

Conditions

Temperature
130 °C

Procedure

In a 5 mL microwave vial, 6-chloro-4-pyridazinol (D46) (76 mg, 0.582 mmol) was dissolved in pyrrolidine (1 ml, 12.09 mmol). The reaction mixture was stirred for 30 min at 130° C. in a microwave. The reaction mixture was loaded onto the MDAP for purification (acidic conditions). The desired product recovered was triturated with DCM (1×3 mL) to afford the title compound (65 mg). LCMS (A): m/z (M+H)+ 166, C8H11N3O requires 165 (acidic).

Workup

  1. customThe reaction mixture was loaded onto the MDAP for purification (acidic conditions)
  2. customThe desired product recovered
  3. customwas triturated with DCM (1×3 mL)

Sources & evidence

ORD record
ord-85437c137d4d478e99cd13062631a7ef
Source dataset
uspto-grants-2014_11
Patent number
US08877742B2

Reaction notes

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