Isopropylamine → HCID 9950441, compound

HRID 496376Notes

Reaction equation

HRID 496376 reaction equation
[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:9])=[C:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([OH:23])=O)=[CH:15][CH:14]=1.[CH:24]([NH2:27])([CH3:26])[CH3:25].Cl.C(N=C=NCCCN(C)C)C>C(Cl)Cl>[CH3:1][C:2]1[C:7](=[O:8])[C:6]([CH3:9])=[C:5]([CH3:10])[C:4](=[O:11])[C:3]=1[CH2:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][C:21]([NH:27][CH:24]([CH3:26])[CH3:25])=[O:23])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 106150173-[4-(3,5,6-Trimethyl-1,4-benzoquinon-2-ylmethyl)phenyl]propionic acid

Product 1

HCID 9950441HCID 9950441, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[4-(3,5,6-trimethyl-1,4-benzoquinon-2-ylmethyl)phenyl]propionic acid (25 mg, 0.08 mmol), isopropylamine (0.010 ml, 0.12 mmol), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (28 mg, 0.12 mmol) in dry methylene chloride (1 ml) were stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure and was purified by a silica gel column chromatography (methylene chloride:ethyl acetate=4:1) to obtain the title compound (18 mg, 0.051 mmol, yield 64%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customwas purified by a silica gel column chromatography (methylene chloride:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-7294d15d08f2495f8049e84fa6c7b008
Source dataset
uspto-grants-2005_09
Patent number
US06943196B1

Reaction notes

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