Triethylamine → HCID 22343030, compound

HRID 584130Notes

Reaction equation

HRID 584130 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[C:11]([CH2:14][CH2:15][C:16]([OH:18])=O)[CH:10]=2)=[CH:5][CH:4]=1.[NH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27](=[O:34])[NH:26][N:25]=1.Cl.C(N=C=NCCCN(C)C)C.C(N(CC)CC)C>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:13][N:12]=[C:11]([CH2:14][CH2:15][C:16]([NH:19][CH2:20][CH2:21][CH2:22][NH:23][C:24]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[C:27](=[O:34])[NH:26][N:25]=3)=[O:18])[CH:10]=2)=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 111486744-(3-amino-propylamino)-2H-phthalazin-1-oneHCID 22343257HCID 22343257, compound

Product 1

HCID 22343030HCID 22343030, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-[5-(4-Methoxy-phenyl)-isoxazol-3-yl]-propionic acid (124 mg, 0.50 mmol) and 4-(3-amino-propylamino)-2H-phthalazin-1-one (100 mg, 0.46 mmol) were dissolved in DMF (2 mL) and treated with 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (95 mg, 0.50 mmol) and triethylamine (76 mg, 0.75 mmol). 3-[5-(4-Methoxy-phenyl)-isoxazol-3-yl]-N-[3-(4-oxo-3,4-dihydro-phthalazin-1-ylamino)-propyl]-propionamide was isolated by preparative RPLC.

Sources & evidence

ORD record
ord-0a7cd6364b1b46d08160dd729e916c74
Source dataset
uspto-grants-2005_08
Patent number
US06924284B2

Reaction notes

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