Triethylamine → HCID 178518280, compound

HRID 2236649Notes

Reaction equation

HRID 2236649 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])[C:5]2=[CH:14]OC.Cl.[NH2:18][CH2:19][C:20]1[CH:25]=[C:24]([OH:26])[CH:23]=[CH:22][C:21]=1[OH:27].C(N(CC)CC)C>CN(C)C=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:18][CH2:19][C:20]1[CH:25]=[C:24]([OH:26])[CH:23]=[CH:22][C:21]=1[OH:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20262796HCID 20262796, compoundHCID 686927644-methoxymethylene-6-bromo-4H-isoquinoline-1,3-dione

Product 1

HCID 178518280HCID 178518280, compoundYield 16.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 6-bromo-4-methoxymethylene-4H-isoquinoline-1,3-dione (400 mg, 1.42 mmol) and 2-aminomethyl-benzene-1,4-diol hydrochloride salt (250 mg, 1.42 mmol) in N,N-dimethylformamide (DMF) (10 mL) is added triethylamine (Et3N) (0.3 mL, 2.13 mmol). The resulting precipitate is filtered to give 89 mg (16.1%) of the title compound as a beige solid. MS (ESI) m/z 387.0 (M−H)−1.

Workup

  1. filtrationThe resulting precipitate is filtered

Sources & evidence

ORD record
ord-9db5b076450946f39a941f683a2771e4
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…