Isopropylamine → N-[4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoyl]isopropylamine

HRID 496355Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:4](=[O:23])[C:5]([CH3:22])=[C:6]([CH2:12][C:13]2[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=2)[C:7](=[O:11])[C:8]=1[O:9][CH3:10].[CH:24]([NH2:27])([CH3:26])[CH3:25]>>[CH3:1][O:2][C:3]1[C:4](=[O:23])[C:5]([CH3:22])=[C:6]([CH2:12][C:13]2[CH:21]=[CH:20][C:16]([C:17]([NH:27][CH:24]([CH3:26])[CH3:25])=[O:18])=[CH:15][CH:14]=2)[C:7](=[O:11])[C:8]=1[O:9][CH3:10]

Participants

Reactant 2

HCID 6363Isopropylamine

HCID 99488164-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoic acid

Product 1

HCID 9798824N-[4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoyl]isopropylamineYield 51.6%

Procedure

4-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-ylmethyl)benzoic acid (100 mg, 0.31 mmol) obtained in Example 21 and isopropylamine (0.28 ml, 3.3 mmol) were used, and a method similar to that described in Example 22 was employed to obtain the title compound (58 mg, 0.16 mmol, yield 49%).

Sources & evidence

ORD record: ord-c3aa084795b841db8d85bcdc836ba699
Source dataset: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06943196B1

Reaction notes

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