Pyrrolidine → HCID 10111246, compound

HRID 966546Notes

Reaction equation

HRID 966546 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:10][C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([CH2:22][CH2:23]OS(C)(=O)=O)[CH:20]=3)[NH:15][C:14]=2[CH3:29])=[O:12])[CH3:9])=[CH:4][CH:3]=1.[NH:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:10][C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([CH2:22][CH2:23][N:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)[CH:20]=3)[NH:15][C:14]=2[CH3:29])=[O:12])[CH3:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 72618254HCID 72618254, compound

Product 1

HCID 10111246HCID 10111246, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of the product of Step A (58 mg, 0.14 mmol) in dioxane (1 mL) was added pyrrolidine (0.14 mL, 1.4 mmol) and the resultant solution was heated at 70° C. overnight. The reaction solution was concentrated in vacuo and the crude product purified by flash chromatography (9:1 Ethyl Acetate:Methanol w/0.5% triethylamine) to provide the compound (44 mg, 80%) as a yellow oil.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo
  2. customthe crude product purified by flash chromatography (9:1 Ethyl Acetate:Methanol w/0.5% triethylamine)

Sources & evidence

ORD record
ord-c73c53ab0191448780d8489065b9de89
Source dataset
uspto-grants-2005_10
Patent number
US06951848B2

Reaction notes

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