Sodium Bicarbonate → HCID 71144982, compound

HRID 925605Notes

Reaction equation

HRID 925605 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[N:14]2[N:15]=[C:16](Cl)[CH:17]=[CH:18][C:13]2=[N:12][CH:11]=1.[NH:20]1[CH2:24][CH2:23][C@@H:22]([CH2:25][OH:26])[CH2:21]1.C(=O)([O-])O.[Na+]>C(O)CCC>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[N:14]2[N:15]=[C:16]([N:20]3[CH2:24][CH2:23][C@@H:22]([CH2:25][OH:26])[CH2:21]3)[CH:17]=[CH:18][C:13]2=[N:12][CH:11]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 7446913D-beta-ProlinolHCID 71491928HCID 71491928, compound

Product 1

HCID 71144982HCID 71144982, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

150 mg (0.56 mmol) 3-(1-benzofur-2-yl)-6-chloroimidazo[1,2-b]pyridazine, 135 mg (1.34 mmol) (3R)-pyrrolidin-3-ylmethanol and 112.1 mg (1.34 mmol) sodium hydrogencarbonate in 4.0 mL butan-1-ol were stirred 72 h at 150° C. The solvent was removed. The residue was purified by HPLC to yield 92 mg (48%).

Workup

  1. customThe solvent was removed
  2. customThe residue was purified by HPLC
  3. customto yield 92 mg (48%)

Sources & evidence

ORD record
ord-36ed990154494e8c84fc401a43c926b0
Source dataset
uspto-grants-2016_03
Patent number
US09284319B2

Reaction notes

Loading…