Pyrrolidine → HCID 54435011, compound

HRID 1247948Notes

Reaction equation

HRID 1247948 reaction equation
[CH3:1][N:2]([CH3:13])[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)=[O:6].N1CC[CH2:16][CH2:15]1>C1(C)C(C)=CC=CC=1>[N:2]1([CH:3]=[CH:4][C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[O:6])[CH2:1][CH2:16][CH2:15][CH2:13]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one

Product 1

HCID 54435011HCID 54435011, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent3×

Procedure

A mixture of 0.1 mole of 3-dimethylamino-1-(3-pyridinyl)-2-propen-1-one and a 0.15 mole of pyrrolidine in 200 ml of xylene was refluxed with distillation of the xylene by passing a stream of argon through the solution. Additional xylene was added periodically. After 10 hours the solvent was removed to give crude 3-(1-pyrrolidinyl)-1-(3-pyridinyl)-2-propen-1-one. This crude compound and 0.1 mole of (3-amino-1H-pyrazol-4-yl)-2-furanyl-methanone in 100 ml of glacial acetic acid was refluxed for 8 hours. The solvent was removed in vacuo and the product isolated as described in Example 1, giving the desired product as crystals, mp 228°-229° C.

Workup

  1. customAfter 10 hours the solvent was removed

Sources & evidence

ORD record
ord-9e342c86c9e445ceae02ef492ca529de
Source dataset
uspto-grants-1985_06
Patent number
US04521422

Reaction notes

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