Triethylamine → HCID 19788687, compound

HRID 1656770Notes

Reaction equation

HRID 1656770 reaction equation
F[C:2]1[C:11]([F:12])=[CH:10][C:9]2[C:13](=[O:19])[C:14]([C:16]([OH:18])=[O:17])=[CH:15][N:7]3[C:8]=2[C:3]=1[CH2:4][CH2:5][N:6]3[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1.C(N(CC)CC)C>C(#N)C>[F:12][C:11]1[C:2]([N:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[C:3]2[C:8]3=[C:9]([C:13](=[O:19])[C:14]([C:16]([OH:18])=[O:17])=[CH:15][N:7]3[N:6]([CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:5][CH2:4]2)[CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 21733330HCID 21733330, compound

Product 1

HCID 19788687HCID 19788687, compoundYield 57.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

50 mg of compound (182) obtained in Example 59, 26 mg of pyrrolidine and 10 mg of triethylamine were added to 3 ml of acetonitrile, and the solution was heated at 80° C. for 3 hours. The solvent was removed by distillation. To the residue, ethanol was added, and the solid matter was filtered off and washed with ethanol and ether in this order to obtain 33 mg of the subject compound (183).

Workup

  1. customThe solvent was removed by distillation
  2. additionTo the residue, ethanol was added
  3. filtrationthe solid matter was filtered off
  4. washwashed with ethanol and ether in this order

Sources & evidence

ORD record
ord-80e016570a69484c8ec257b3d3a1b809
Source dataset
uspto-grants-1993_10
Patent number
US05254685

Reaction notes

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