HCID 17980600, compound → 700874-74-4

HRID 915524Notes

Reaction equation

HRID 915524 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8]([C:15]2[C:24]3[C:19](=[CH:20][C:21]([O:25][CH2:26][CH2:27][O:28]C4CCCCO4)=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[C:9]2[CH2:14][CH2:13][CH2:12][N:10]2[N:11]=1>C(O)(=O)C.O1CCCC1.O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8]([C:15]2[C:24]3[C:19](=[CH:20][C:21]([O:25][CH2:26][CH2:27][OH:28])=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[C:9]2[CH2:14][CH2:13][CH2:12][N:10]2[N:11]=1

Participants

3

Reactant 1

HCID 17980600HCID 17980600, compound

Product 1

HCID 17980603700874-74-4

Reagents, catalysts & solvents 1

HCID 21877175AcOH THF waterSolvent

Procedure

Heat a solution of 4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-7-[2-(tetrahydropyran-2-yloxy)ethoxy]quinoline (421 mg, 0.92 mmol) in acetic acid:tetrahydrofuran:water (4:2:1) (20 mL). Remove the solvent in vacuo and recover the residue with chloroform:isopropyl (3:1). Wash the organic layer with saturated sodium bicarbonate and dry over sodium sulfate. Concentrate in vacuo. The residue will be pure enough for the next step in the scheme (425 mg, 100%). MS ES+ m/e 373.1 (M+1).

Workup

  1. customRemove the solvent in vacuo
  2. customrecover the residue with chloroform:isopropyl (3:1)
  3. washWash the organic layer with saturated sodium bicarbonate
  4. dry with materialdry over sodium sulfate
  5. concentrationConcentrate in vacuo

Sources & evidence

ORD record
ord-e3c0cf1520594dd981f9404db5d34c43
Source dataset
uspto-grants-2007_09
Patent number
US07265225B2

Reaction notes

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