Reaktion #1105494

ord-20a23d14f855404f91754e546b1fd371

Reaktionsgleichung

O=C(O)c1ncn(Cc2ccccc2)c1CC1CCCCCC1
product
O=C(O)c1ncn(Cc2ccccc2)c1CC1CCCCCC1
1-Benzyl-5-cycloheptylmethyl-1H-imidazole-4-carboxylic Acid
COC(=O)c1cc(N)cc(C(=O)OC)c1
5-amino-isophthalic acid dimethyl ester
COC(=O)c1cc(NC(=O)c2ncn(Cc3ccccc3)c2CC2CCCCCC2)cc(C(=O)OC)c1
foam
Ausbeute 20.0%
COC(=O)c1cc(NC(=O)c2ncn(Cc3ccccc3)c2CC2CCCCCC2)cc(C(=O)OC)c1
5-[(1-Benzyl-5-cycloheptylmethyl-1H-imidazole-4-carbonyl)-amino]-isophthalic Acid Dimethyl Ester
Ausbeute 20.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe crude product was purified by flash column chromatography (silica, DCM/ethyl acetate 92:8)

Vorschrift

The product of step b above (310 mg, 1.00 mmol) was reacted with 5-amino-isophthalic acid dimethyl ester (210 mg, 1.00 mmol) using essentially the same procedure as in Example 20, step d. The crude product was purified by flash column chromatography (silica, DCM/ethyl acetate 92:8) to afford colourless foam (110 mg, 20%). 1H NMR (300 MHz,CDCl3) 9.36 (1H, s), 8.53 (2H, s), 8.40 (1H, s), 7.35 (4H, m), 7.08 (2H, m), 5.12 (2H, s), 3.94 (6H, s), 1.90-1.22 (13H, m).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06479531B1uspto-grants-2002_11