تفاعل #43862

ord-d8e75d7e77ea44ca9dac7480559a22da

معادلة التفاعل

O=C(Cl)C1CCCC1
Cyclopentanecarbonyl chloride
CCCc1nc2cc(NCc3ccccc3)ccc2n1CC(=O)OC(C)(C)C
(5-benzylamino-2-propyl-benzoimidazol-1-yl)-acetic acid tert-butyl ester
CCN(C(C)C)C(C)C
DIEA
CCCc1nc2cc(N(Cc3ccccc3)C(=O)C3CCCC3)ccc2n1CC(=O)OC(C)(C)C
subtitle compound
CCCc1nc2cc(N(Cc3ccccc3)C(=O)C3CCCC3)ccc2n1CC(=O)OC(C)(C)C
[5-(Benzyl-cyclopentanecarbonyl-amino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحfiltered through an Extrelut column
  2. 2
    غسيلThe Extrelut column was washed with CH2Cl2
  3. 3
    تركيزthe filtrate was concentrated

الإجراء التجريبي

Cyclopentanecarbonyl chloride (43 μL, 0.36 mmol) was added to a solution of (5-benzylamino-2-propyl-benzoimidazol-1-yl)-acetic acid tert-butyl ester (45 mg, 0.12 mmol), DIEA (41 μL, 0.24 mmol) and DMAP (15 mg, 0.12 mmol) in CH2Cl2 (1 mL), and stirred overnight at room temperature. The reaction solution was diluted with aqueous HCl (1.0 M) and filtered through an Extrelut column. The Extrelut column was washed with CH2Cl2, and the filtrate was concentrated to afford the subtitle compound that was used without further purification. MS calculated for C29H37N3O3+H: 476, observed: 476.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07732618B2uspto-grants-2010_06