Potassium Hydroxide → HCID 68955753, compound

HRID 2387885Notes

Reaction equation

HRID 2387885 reaction equation
[NH2:1][C@@H:2]([CH2:5][CH2:6][CH3:7])[CH2:3][OH:4].[NH2:8][C:9]1[N:14]=[C:13](OS(C2C(C)=CC(C)=CC=2C)(=O)=O)[C:12]([CH2:28][C:29]2[CH:30]=[C:31]([CH2:37][C:38]([O:40]C)=[O:39])[CH:32]=[CH:33][C:34]=2[O:35][CH3:36])=[C:11]([CH3:42])[N:10]=1.[OH-].[K+]>C(O)CCC>[NH2:8][C:9]1[N:14]=[C:13]([NH:1][C@@H:2]([CH2:5][CH2:6][CH3:7])[CH2:3][OH:4])[C:12]([CH2:28][C:29]2[CH:30]=[C:31]([CH2:37][C:38]([OH:40])=[O:39])[CH:32]=[CH:33][C:34]=2[O:35][CH3:36])=[C:11]([CH3:42])[N:10]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 6951248(2S)-2-aminopentan-1-olHCID 86633414HCID 86633414, compound

Product 1

HCID 68955753HCID 68955753, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
160 °C

Procedure

(S)-(+)-2-Amino-1-pentanol (100 mg) was added to a suspension of the product from step (v) (243 mg) in butan-1-ol (2 mL). The reaction was heated in a microwave at 160° C. for 2 h. 5M KOH (0.5 mL) was added and the mixture heated in a microwave at 100° C. for 1 h. The solvent was evaporated under reduced pressure and the residue purified by RPHPLC to give the subtitle compound as a white solid, 60 mg.

Workup

  1. temperaturethe mixture heated in a microwave at 100° C. for 1 h
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue purified by RPHPLC

Sources & evidence

ORD record
ord-6dbb88ea4c16443bb9f1ceb25ff8ecaf
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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