5-Aminomethyl-2-furan-3-yl-phenol → HCID 178518297, compound

HRID 2236900Notes

Reaction equation

HRID 2236900 reaction equation
OC1C=C(CNC=C2C3C(=CC=C(I)C=3)C(=O)NC2=O)C=CC=1C1C=CC=CC=1.[CH:30]1([C:35]2[CH:36]=[C:37]3[C:42](=[CH:43][CH:44]=2)[C:41](=[O:45])[NH:40][C:39](=[O:46])[C:38]3=[CH:47]OC)[CH2:34][CH2:33][CH2:32][CH2:31]1.[NH2:50][CH2:51][C:52]1[CH:53]=[CH:54][C:55]([C:59]2[CH:63]=[CH:62][O:61][CH:60]=2)=[C:56]([OH:58])[CH:57]=1>>[CH:30]1([C:35]2[CH:36]=[C:37]3[C:42](=[CH:43][CH:44]=2)[C:41](=[O:45])[NH:40][C:39](=[O:46])[C:38]3=[CH:47][NH:50][CH2:51][C:52]2[CH:53]=[CH:54][C:55]([C:59]3[CH:63]=[CH:62][O:61][CH:60]=3)=[C:56]([OH:58])[CH:57]=2)[CH2:31][CH2:32][CH2:33][CH2:34]1

Participants

4

Reactant 3

HCID 426256705-Aminomethyl-2-furan-3-yl-phenolHCID 686946726-Cyclopentyl-4-methoxymethylene-4H-isoquinoline-1,3-dioneHCID 178518360HCID 178518360, compound

Product 1

HCID 178518297HCID 178518297, compoundYield 78%

Procedure

Following the same procedure for the preparation of 4-{[(2-hydroxy-biphenyl-4-ylmethyl)-amino]-methylene}-6-iodo-4H-isoquinoline-1,3-dione, the title compound (purified through chromatography) is prepared from 6-cyclopentyl-4-methoxymethylene-4H-isoquinoline-1,3-dione (108 mg, 0.398 mmol) and 5-Aminomethyl-2-furan-3-yl-phenol (109 mg, 0.57 mmol) in 78% yield: MS (ESI): 427.1 (M−1)−1.

Sources & evidence

ORD record
ord-565cb43f78944769ba595bf7b79021ca
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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