HRID1357802

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4186723

Verkade base

C9H21N4P

结构：CCOC(=O)CN[C@@](C)(C(=O)N1CCCC1)c1ccc2c(c1)nc(CNc1ccc(C(=N)NC(=O)c3ccccc3)cc1)n2C

HCID145816407

未命名化合物

PRODUCTS

生成物

结构：CCCCOC(=O)CN[C@@](C)(C(=O)N1CCCC1)c1ccc2c(c1)nc(CNc1ccc(C(=N)NC(=O)c3ccccc3)cc1)n2C

HCID145816429

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID263

1-Butanol

C4H10O

PROCEDURE

实验过程

A solution of 0.3 g (0.53 mmol) of (R)-2-[4-(N-phenylcarbonylamidino)-phenylaminomethyl]-1-methyl-5-[1-(ethoxycarbonylmethylamino)-1-(pyrrolidinocarbonyl)-ethyl]-benzimidazole in 5 ml of n-butanol is mixed with 0.1 g (0.46 mmol) of 2,8,9-trimethyl-1-phospha-2,5,8,9-tetraazabicyclo[3.3.3]undecane and stirred for 1 hour at room temperature. The reaction mixture is purified on silica gel, eluting with ethyl acetate/ethanol/conc. ammonia (50:0.95:0.05 and 20:0.95:0.05). The uniform fractions are combined and concentrated by evaporation.

WORKUP

后处理

customThe reaction mixture is purified on silica gel
washeluting with ethyl acetate/ethanol/conc
concentrationconcentrated by evaporation

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-22877f2c8a55406ba1534bbc6b37e6b7
来源数据集: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06593355B2
来源说明: uspto-grants-2003_07

反应 SMILES

[C:1]1([C:7]([NH:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][CH2:19][C:20]3[N:24]([CH3:25])[C:23]4[CH:26]=[CH:27][C:28]([C@@:30]([NH:39][CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42])([C:32]([N:34]5[CH2:38][CH2:37][CH2:36][CH2:35]5)=[O:33])[CH3:31])=[CH:29][C:22]=4[N:21]=3)=[CH:14][CH:13]=2)=[NH:11])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN1CCN2CCN(C)P1N(C)[CH2:50][CH2:51]2>C(O)CCC>[C:1]1([C:7]([NH:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][CH2:19][C:20]3[N:24]([CH3:25])[C:23]4[CH:26]=[CH:27][C:28]([C@@:30]([NH:39][CH2:40][C:41]([O:43][CH2:44][CH2:45][CH2:50][CH3:51])=[O:42])([C:32]([N:34]5[CH2:35][CH2:36][CH2:37][CH2:38]5)=[O:33])[CH3:31])=[CH:29][C:22]=4[N:21]=3)=[CH:14][CH:13]=2)=[NH:11])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1