Isopropanol → HCID 25218408, compound

HRID 910678Notes

Reaction equation

HRID 910678 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[CH:3]=1.[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.CC(O)C>Cl.O>[CH3:13][N:14]1[CH2:19][CH2:18][N:17]([C:2]2[CH:7]=[CH:6][N:5]=[C:4]([C:8]3[S:9][CH:10]=[CH:11][CH:12]=3)[CH:3]=2)[CH2:16][CH2:15]1

Participants

6

Reactant 3

HCID 3776IsopropanolHCID 531671-MethylpiperazineHCID 12194577HCID 12194577, compound

Product 1

HCID 25218408HCID 25218408, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

To a microwave tube was added 4-chloro-2-thiophen-2-yl-pyridine (98 mg, 0.5 mmol), 1-methylpiperazine (200 mg, 1 mmol), 2-propanol (1.0 mL) and concentrated HCl (1 drop). The resulting mixture was heated at 180° C. for 40 min using a Personal Chemistry Smith Synthesizer. The resulting mixture was poured into water and extracted with CH2Cl2. The organic layer was dried and concentrated to yield a reside. The residue was purified by preparative TLC (CH2Cl2/MeOH) to yield the title compound as a solid.

Workup

  1. extractionextracted with CH2Cl2
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customto yield a reside
  5. customThe residue was purified by preparative TLC (CH2Cl2/MeOH)

Sources & evidence

ORD record
ord-a05008184990426fb77948b0fe19f215
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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