تفاعل #167373

ord-aff552bc84194a28a3522e5e8b66aebb

معادلة التفاعل

O=C([O-])O
bicarbonate
C1COCCO1.Cl
Dioxane HCl
Cc1ccncc1N1CCN(c2ccc3c(c2)C(C)(C)C(=O)N3COCC[Si](C)(C)C)C1=O
3,3-dimethyl-5-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-1-(2-trimethylsilanyl-ethoxymethyl)-1,3-dihydro-indol-2-one
CO
MeOH
Cc1ccncc1N1CCN(c2ccc3c(c2)C(C)(C)C(=O)N3CO)C1=O
product
المردود 94.9%
Cc1ccncc1N1CCN(c2ccc3c(c2)C(C)(C)C(=O)N3CO)C1=O
1-Hydroxymethyl-3,3-dimethyl-5-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-1,3-dihydro-indol-2-one
المردود 94.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with DCM
  2. 2
    تركيزThe organic layer was concentrated
  3. 3
    أخرىthe concentrate was recrystallized with DCM and hexane
  4. 4
    أخرىdried

الإجراء التجريبي

Dioxane HCl (4 mL) was added to 3,3-dimethyl-5-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-1-(2-trimethylsilanyl-ethoxymethyl)-1,3-dihydro-indol-2-one (I-147a: 50 mg) and the resulting mixture was stirred room temperature for 1 hour. The reaction was monitored by TLC (10% MeOH in CHCl3). The reaction mixture was basified with bicarbonate solution and extracted with DCM. The organic layer was concentrated; the concentrate was recrystallized with DCM and hexane and dried to afford 37 mg of the product (94.87% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE045173E1uspto-grants-2014_09