1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 11348948, compound

HRID 722708

Reaction equation

HRID 722708 reaction equation
CCN=C=NCCCN(C)C.[NH2:12][C:13]1[S:14][C:15]([CH3:21])=[C:16]([CH3:20])[C:17]=1[C:18]#[N:19].[C:22]1([CH:28]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:29](O)=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:18]([C:17]1[C:16]([CH3:20])=[C:15]([CH3:21])[S:14][C:13]=1[NH:12][C:29](=[O:30])[CH:28]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)#[N:19]

Participants

4

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 187442,3-Diphenylpropionic acidHCID 2902362-Amino-4,5-dimethyl-thiophene-3-carbonitrile

Product 1

HCID 11348948HCID 11348948, compound

Procedure

EDCI (61 mg; 0.32 mmol) was added to a solution of 2-Amino-3-cyano-4,5-dimethylthiophene (prepared in Example 1, Step 1; 24 mg; 0.148 mmol) and 2,3-diphenylpropionic acid (72 mg; 0.32 mmol). After stirring for 19 h, the reaction mixture was applied directly to a silica gel column (Merck Silica gel 60, 230–400 mesh, eluent: 10%–33% ethylacetate/hexanes) to provide N-(3-Cyano-4,5-dimethyl-thiophen-2-yl)-2,3-diphenyl-propionamas a white solid (17.0 mg; 39%).

Workup

  1. customto provide N-(3-Cyano-4,5-dimethyl-thiophen-2-yl)-2,3-diphenyl-propionamas a white solid (17.0 mg; 39%)

Sources & evidence

ORD record
ord-f41ad93c07c84ed88e7408bec7e0b8f9
Source dataset
uspto-grants-2006_11
Patent number
US07138529B2

Linked notes

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