HRID507397

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID11731

1,2-Dimethylpropylamine

C5H13N

结构：CC1=NC(c2ccccc2)(c2ccccc2)C(=O)N1CC(=O)c1ccc(C(=O)O)cc1

HCID68466882

未命名化合物

PRODUCTS

生成物

结构：CC1=NC(c2ccccc2)(c2ccccc2)C(=O)N1CC(=O)c1ccc(C(=O)NC(C)C(C)C)cc1

HCID25255366

未命名化合物

收率 48.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

4-[2-(2-Methyl-5-oxo-4,4-diphenyl-4,5-dihydro-imidazol-1-yl)-acetyl]-benzoic acid (120 mg, 0.29 mmol) and (+/−)-3-methyl-2-butylamine (45 uL, 0.44 mmol) and N,N′-dicyclohexylcarbodiimide (97 mg, 0.47 mmol) and 4-(dimethylamino)-pryridine (58 mg, 0.47 mmol) are dissolved in 5 mL methylene chloride. The reaction mixture is stirred for 12 hours, filtrated and the filtrate evaporated. The residue of the filtrate is purified by preparative HPLC (Method 1) to yield (+/−)-N-(1,2-dimethyl-propyl)-4-[2-(2-methyl-5-oxo-4,4-diphenyl-4,5-dihydro-imidazol-1-yl)-acetyl]-benzamide (68 mg, 48%). LCIMS at 354 nm; [M+H] 482; Rt 3.304 min.

WORKUP

后处理

filtrationfiltrated
customthe filtrate evaporated
customThe residue of the filtrate is purified by preparative HPLC (Method 1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-55be12460e484082a160b801a4ab4e51
来源数据集: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07786155B2
来源说明: uspto-grants-2010_08

反应 SMILES

[CH3:1][C:2]1[N:3]([CH2:20][C:21]([C:23]2[CH:31]=[CH:30][C:26]([C:27]([OH:29])=O)=[CH:25][CH:24]=2)=[O:22])[C:4](=[O:19])[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[CH3:32][CH:33]([CH3:37])[CH:34]([NH2:36])[CH3:35].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[CH3:35][CH:34]([NH:36][C:27](=[O:29])[C:26]1[CH:30]=[CH:31][C:23]([C:21](=[O:22])[CH2:20][N:3]2[C:4](=[O:19])[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:6]=[C:2]2[CH3:1])=[CH:24][CH:25]=1)[CH:33]([CH3:37])[CH3:32]