تفاعل #324793

ord-fc6888bce91745b2ad57e5f91334db4e

معادلة التفاعل

CC(C)(C)CO
2,2-Dimethylpropan-1-ol
[H-].[Na+]
NaH
CC(C)(C)CO
2,2-Dimethylpropan-1-ol
[H-].[Na+]
NaH
CC(C)(C)[Si](C)(C)O[C@H]1CCc2c(-c3cccnc3F)ccc(F)c21
3-((1S)-1-(tert-butyldimethylsilyloxy)-7-fluoro-2,3-dihydro-1H-inden-4-yl)-2-fluoropyridine
CC(C)(C)COc1ncccc1-c1ccc(F)c2c1CC[C@@H]2O[Si](C)(C)C(C)(C)C
3-((1S)-1-(tert-Butyldimethylsilyloxy)-7-fluoro-2,3-dihydro-1H-inden-4-yl)-2-(neopentyloxy)pyridine

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGstirred for 12 hours at 75° C
  2. 2
    workup.STIRRINGthe mixture is stirred for 4 hours at 80° C
  3. 3
    أخرىThe mixture thus obtained

الإجراء التجريبي

2,2-Dimethylpropan-1-ol (59 mg) is dissolved at 0° C. in N-methylpyrrolidone (NMP, 2 mL), treated with NaH (27 mg, 55% dispersion in mineral oil) and stirred for 15 minutes. The mixture is warmed to room temperature, treated with a solution of 3-((1S)-1-(tert-butyldimethylsilyloxy)-7-fluoro-2,3-dihydro-1H-inden-4-yl)-2-fluoropyridine (200 mg) in N-methylpyrrolidone (NMP, 1 mL) and stirred for 12 hours at 75° C. 2,2-Dimethylpropan-1-ol (59 mg) and NaH (27 mg, 55% dispersion in mineral oil) are added and the mixture is stirred for 4 hours at 80° C. The mixture thus obtained is directly used in the next step.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08642585B2uspto-grants-2014_02