تفاعل #513160

ord-ffce739e005243c882101ec59ef75aed

معادلة التفاعل

CCOC(=O)c1ccc(N)cc1N[C@H]1CCCC[C@@H]1N1CCCC1
Ethyl 4-amino-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate
O=N[O-].[Na+]
sodium nitrite
F.FB(F)F
trifluoroborane hydrogen fluoride
→
CCOC(=O)c1ccc(F)cc1N[C@H]1CCCC[C@@H]1N1CCCC1
ethyl 4-fluoro-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate

المتفاعلات

CCOC(=O)c1ccc(N)cc1N[C@H]1CCCC[C@@H]1N1CCCC1
Ethyl 4-amino-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate
O=N[O-].[Na+]
sodium nitrite
F.FB(F)F
trifluoroborane hydrogen fluoride

الكواشف

لا شيء

المذيبات

O
water

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONBy post-treating
  2. 2
    أخرىthe reaction liquid

الإجراء التجريبي

Ethyl 4-amino-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate was allowed to react with sodium nitrite (NaNO2) and trifluoroborane-hydrogen fluoride complex (BF3.HF) in water at 10° C. for 10 minutes. By post-treating the reaction liquid, ethyl 4-fluoro-2-{[(1S,2S)-2-pyrrolidin-1-ylcyclohexyl]amino}benzoate was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08106190B2uspto-grants-2012_01