Dimethylformamide → HCID 178458434, compound

HRID 2236714Notes

Reaction equation

HRID 2236714 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:11][CH2:12][CH2:13][CH3:14])=[C:8]([OH:10])[CH:9]=1.CN(C)C=O.[Br:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][C:30]=1[O:31][CH3:32])[C:27](=[O:33])[NH:26][C:25](=[O:34])/[C:24]/2=[CH:35]/OC>C(N(CC)CC)C>[Br:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][C:30]=1[O:31][CH3:32])[C:27](=[O:33])[NH:26][C:25](=[O:34])[C:24]2=[CH:35][NH:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:11][CH2:12][CH2:13][CH3:14])=[C:8]([OH:10])[CH:9]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 426258325-(Aminomethyl)-2-propoxyphenol hydrochlorideHCID 59300399(4E)-6-bromo-7-methoxy-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

Product 1

HCID 178458434HCID 178458434, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 5-Aminomethyl-2-propoxy-phenol hydrochloride (109 mg, 0.50 mmole), 4 mL of N,N-dimethylformamide and triethylamine (75 μL, x mmole) were stirred for 15 minutes. Then (4E)-6-bromo-7-methoxy-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (156 mg, 0.50 mmole) is added and the reaction mixture stirred for one hour. The product is isolated as before, to give an off-white solid, 119 mg, (51%), mp 212-214° C. dec; MS (ESI): m/z 459.1, 461.2 (M−H).

Workup

  1. stirringthe reaction mixture stirred for one hour
  2. customThe product is isolated as before,
  3. customto give an off-white solid, 119 mg, (51%), mp 212-214° C. dec

Sources & evidence

ORD record
ord-341f2665d78941498790890080d789b0
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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