3-Aminomethyl-4-furan-3-yl-phenol → HCID 178440616, compound

HRID 2236892Notes

Reaction equation

HRID 2236892 reaction equation
OC1C=C(CNC=C2C3C(=CC=C(I)C=3)C(=O)NC2=O)C=CC=1C1C=CC=CC=1.[C:30]([C:34]1[CH:35]=[C:36]2[C:41](=[CH:42][CH:43]=1)[C:40](=[O:44])[NH:39][C:38](=[O:45])[C:37]2=[CH:46]OC)([CH3:33])([CH3:32])[CH3:31].[NH2:49][CH2:50][C:51]1[CH:52]=[C:53]([OH:62])[CH:54]=[CH:55][C:56]=1[C:57]1[CH:61]=[CH:60][O:59][CH:58]=1>>[C:30]([C:34]1[CH:35]=[C:36]2[C:41](=[CH:42][CH:43]=1)[C:40](=[O:44])[NH:39][C:38](=[O:45])[C:37]2=[CH:46][NH:49][CH2:50][C:51]1[CH:52]=[C:53]([OH:62])[CH:54]=[CH:55][C:56]=1[C:57]1[CH:61]=[CH:60][O:59][CH:58]=1)([CH3:33])([CH3:32])[CH3:31]

Participants

4

Reactant 3

HCID 593002373-Aminomethyl-4-furan-3-yl-phenolHCID 686925676-tert-Butyl-4-methoxymethylene-4H-isoquinoline-1,3-dioneHCID 178518360HCID 178518360, compound

Product 1

HCID 178440616HCID 178440616, compoundYield 50%

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-tert-Butyl-4-methoxymethylene-4H-isoquinoline-1,3-dione (˜15 mg, 0.058 mmol) and 3-Aminomethyl-4-furan-3-yl-phenol (40 mg, 0.21 mmol) in 50% yield: MS (ESI): 415.1 (M−1)−1.

Sources & evidence

ORD record
ord-307e1f5e751949a28b388f0560bc18d8
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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