تفاعل #539287

ord-03509728bcf94581b05f204521517a57

معادلة التفاعل

Nc1ccc2[nH]cnc2c1
1H-benzo[d]imidazol-5-amine
COc1ccc(C=O)c(OC)c1
2,4-dimethoxybenzaldehyde
O=C(n1ccnc1)n1ccnc1
di-(imidazol-1-yl)methanone
C[Si](C)(C)C#N
TMSCN
COc1ccc(C2CNC(=O)N2c2ccc3[nH]cnc3c2)c(OC)c1
1-(1H-benzo[d]imidazol-5-yl)-5-(2,4-dimethoxyphenyl)imidazolidin-2-one
المردود 30.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe compound was synthesized

الإجراء التجريبي

The compound was synthesized starting from 1H-benzo[d]imidazol-5-amine (0.400 g, 3 mmol), 2,4-dimethoxybenzaldehyde (0.5 g, 3 mmol), TMSCN (0.375 mL, 3 mmol), Pd/C (10%, 0.02 g), TEA 1.05 mL, 7.5 mmol), di-(imidazol-1-yl)methanone (0.730 g, 4.5 mmol) as described in method 2 to give 1-(1H-benzo[d]imidazol-5-yl)-5-(2,4-dimethoxyphenyl)imidazolidin-2-one (yield: 0.305 g, 0.9 mmol, 30%). Treating with borontribromide (0.512 mL, 5.41 mmol) as described for Example 151 gives the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08486940B2uspto-grants-2013_07