ChemicalBook CAS DataBase List RGFP 109

RGFP 109 synthesis

5synthesis methods

Product Name:RGFP 109
CAS Number:1215493-56-3
Molecular formula:C20H25N3O2
Molecular Weight:339.43

95-54-5 Synthesis

95-54-5
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Hexanoic acid, 6-[(4-Methylbenzoyl)aMino]-

78521-43-4
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1215493-56-3
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Yield: 33.9%

Reaction Conditions:

with benzotriazol-1-ol;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;triethylamine in dichloromethane at 0;Inert atmosphere;

Steps:

7
N-[6-(2-aminophenylamino)-6-oxohexyl]-4-methylbenzamide (R01) A mixture of 6-(4-methylbenzamido)hexanoic acid (498 mg, 2 mmol), o-phenylenediamine (216 mg, 2 mmol), EDCI (383 mg, 2 mmol), HOBt (405 mg, 3 mmol), and triethylamine (404 mg, 4 mmol) in dichloromethane (30 mL) was stirred at room temperature under nitrogen overnight. The reaction mixture was washed with water and brine, dried over Na₂SO₄, and evaporated. The residue was purified by chromatography on silica gel to give the title compound (227 mg, 33.9%) as a white solid. ¹H NMR (DMSO): δ 9.06 (s, 1H), 8.35 (s, 1H), 7.73 (d, J=3.0 Hz, 2H), 7.24 (d, J=3.0 Hz, 2H), 7.14 (1H, J=3.0, d), 6.86-6.89 (m, 1H), 6.70 (d, J=3.0 Hz, 1H), 6.50 (M, 1H), 4.80 (s, 2H), 3.22-3.26 (m, 2H), 2.30-2.35 (m, 5H), 1.53-1.65 (m, 4H), 1.36-1.38 (m, 2H). LC-MS: 340 (MH)⁺. purity>95%.

References:

REPLIGEN CORPORATION US2012/94971, 2012, A1 Location in patent:Page/Page column 40

99-94-5 Synthesis