Diethylamine → HCID 23393788, compound

HRID 966545Notes

Reaction equation

HRID 966545 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.[CH2:30]([NH:32][CH2:33][CH3:34])[CH3:31]>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:32]([CH2:33][CH3:34])[CH2:30][CH3:31])[CH:20]=3)[NH:15][C:14]=2[CH3:29])=[O:12])[CH3:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 72618254HCID 72618254, compound

Product 1

HCID 23393788HCID 23393788, 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 diethyl amine (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. LC/MS (ESL+) 397 (M+1).

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-4985a46eea404b0bb1dbe9201cb0777a
Source dataset
uspto-grants-2005_10
Patent number
US06951848B2

Reaction notes

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