Methylamine → HCID 59443466, compound

HRID 1035628Notes

Reaction equation

HRID 1035628 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([OH:25])=O)[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1.[CH3:26][NH2:27]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([NH:27][CH3:26])=[O:25])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 59443486HCID 59443486, compound

Product 1

HCID 59443466HCID 59443466, compoundYield 53%

Procedure

The compound was prepared by reaction of (E)-3-[3-methoxy-5-(6-methoxynaphthalene-2-yl)phenyl]acrylic acid (300 mg, 0.89 mmol, 1 eq) with 33% methylamine (1 eq) according to method D. Purification by column chromatography with hexane/ethyl acetate 2/1 as the eluent yielded the desired product in a yield of 53%, 200 mg.

Workup

  1. customPurification by column chromatography with hexane/ethyl acetate 2/1 as the eluent

Sources & evidence

ORD record
ord-db122df09ee94f7a9629d3550cb0101e
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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