反応 #1269852

ord-562e7c56b4b346a3940ce6373b743d87

反応方程式

CCOC(=O)N1CCN(C(=O)CN)CC1
4-(2-amino-acetyl)-piperazine-1-carboxylic acid ethyl ester
O=C(O)c1csc(-c2ccccc2)n1
2-phenyl-1,3-thiazole-4-carboxylic acid
CCN(C(C)C)C(C)C
DIPEA
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
CCOC(=O)N1CCN(C(=O)CNC(=O)c2csc(-c3ccccc3)n2)CC1
desired product
収率 49.0%
CCOC(=O)N1CCN(C(=O)CNC(=O)c2csc(-c3ccccc3)n2)CC1
4-{2-[(2-Phenyl-thiazole-4-carbonyl)-amino]-acetyl}-piperazine-1-carboxylic acid ethyl ester
収率 49.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the reaction mixture was directly purified by preparative HPLC (IV)

実験手順

To a solution of 2-phenyl-1,3-thiazole-4-carboxylic acid (5.1 mg) and DIPEA (3 eq) in DMF (0.4 mL) was added TBTU (1.2 eq) in DMF (0.2 mL). Then, a solution of 4-(2-amino-acetyl)-piperazine-1-carboxylic acid ethyl ester (5.4 mg, prepared as described in WO2006114774) in DMF (0.2 mL) was added. After stirring overnight at RT, the reaction mixture was directly purified by preparative HPLC (IV) to give 4.9 mg of the desired product.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08664203B2uspto-grants-2014_03