Pyrrolidine → HCID 69584265, compound

HRID 988179Notes

Reaction equation

HRID 988179 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:8]=2[CH2:9][C:10](=[O:16])[NH:11]3)[CH2:3][CH2:2]1.[CH3:17][C:18]1[CH:22]=[C:21]([CH3:23])[NH:20][C:19]=1[CH:24]=O.N1CCCC1>C(O)C>[CH3:17][C:18]1[CH:22]=[C:21]([CH3:23])[NH:20][C:19]=1[CH:24]=[C:9]1[C:8]2[C:12](=[CH:13][CH:14]=[CH:15][C:7]=2[CH:4]2[CH2:3][CH2:2][NH:1][CH2:6][CH2:5]2)[NH:11][C:10]1=[O:16]

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 2704653,5-Dimethyl-1H-pyrrole-2-carbaldehydeHCID 221353964-(Piperidin-4-yl)indolin-2-one

Product 1

HCID 69584265HCID 69584265, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 4-piperidin-4-yl-1,3-dihydroindol-2-one (45 mg, 0.2 mmol), 3,5-dimethyl-1H-pyrrole-2-carbaldehyde (29 mg, 0.23 mmol) and pyrrolidine (0.006 mL) in ethanol (0.5 mL) was refluxed for 2 hours at 90° C. The reaction was cooled and the precipitate which formed was collected by vacuum filtration, washed with ethanol and dried to give the title compound.

Workup

  1. temperatureThe reaction was cooled
  2. customthe precipitate which formed
  3. filtrationwas collected by vacuum filtration
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-1f5e4b44c3984924bb5b2d541d682e5d
Source dataset
uspto-grants-2003_10
Patent number
US06635640B2

Reaction notes

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