Methanol → HCID 59515872, compound

HRID 1161244Notes

Reaction equation

HRID 1161244 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-])=O.[NH2:15][C@@H:16]([C:20]([NH2:22])=[O:21])[CH:17]([CH3:19])[CH3:18].Cl.CO.C(N(CC)CC)C>>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:15]([C@H:16]([CH:17]([CH3:19])[CH3:18])[C:20]([NH2:22])=[O:21])[C:9]2=[O:14]

Participants

5

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 100127605-nitro-1H-isochromen-1-oneHCID 53486046(2R)-2-amino-3-methylbutanamide hydrochloride

Product 1

HCID 59515872HCID 59515872, compound

Procedure

5-Nitro-isochromen-1-one (2 g, 0.01 mol) and H-D-Val-NH2HCl (1.9 g, 0.012 mol) were refluxed in methanol (40 mL, 1 mol) with triethylamine (5 g, 0.05 mol) for 2 hours. The volatiles were removed via rotovapor, and the residue was purified via flash column chromatography (40 g of silica gel, 0-30% EtOAc/Hexane) to give a yellow solid. MS m/z 290.2 (M+H)+.

Workup

  1. customThe volatiles were removed via rotovapor
  2. customthe residue was purified via flash column chromatography (40 g of silica gel, 0-30% EtOAc/Hexane)
  3. customto give a yellow solid

Sources & evidence

ORD record
ord-01c5bfa0869c4b6ea2628ec7e45b848f
Source dataset
uspto-grants-2010_10
Patent number
US07816371B2

Reaction notes

Loading…