Pyrrolidine → HCID 58277284, compound

HRID 1949228Notes

Reaction equation

HRID 1949228 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH2:21][CH2:22]Cl)[CH:14]=3)=[CH:11][C:10]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH2:21][CH2:22][N:29]4[CH2:33][CH2:32][CH2:31][CH2:30]4)[CH:14]=3)=[CH:11][C:10]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 58277401HCID 58277401, compound

Product 1

HCID 58277284HCID 58277284, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

41.5 mg (0.10 mmol) of the compound of Example 68A and 83 μl (0.99 mmol) of pyrrolidine in 3 ml of ethanol are stirred at 80° C. overnight. The reaction mixture is subsequently purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient). 18.3 mg of the title compound are obtained.

Workup

  1. customThe reaction mixture is subsequently purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient)

Sources & evidence

ORD record
ord-1f1135e03249432a89cb097bbd6b5596
Source dataset
uspto-grants-2013_03
Patent number
US08399682B2

Reaction notes

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