Dimethylformamide → HCID 66961268, compound

HRID 1446456Notes

Reaction equation

HRID 1446456 reaction equation
CN(C=O)C.[C:6]([C:8]1[CH:9]=[C:10](/[CH:20]=[CH:21]/[C:22]([OH:24])=O)[CH:11]=[CH:12][C:13]=1[N:14]1[CH:18]=[C:17]([CH3:19])[N:16]=[CH:15]1)#[N:7].Cl.[C:26]1([C:32]2[CH:33]=[C:34]([CH:37]=[CH:38][CH:39]=2)[CH2:35][NH2:36])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C1C=CC2N(O)N=NC=2C=1>C(Cl)CCl>[C:32]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:39]=[CH:38][CH:37]=[C:34]([CH2:35][NH:36][C:22](=[O:24])/[CH:21]=[CH:20]/[C:10]2[CH:11]=[CH:12][C:13]([N:14]3[CH:18]=[C:17]([CH3:19])[N:16]=[CH:15]3)=[C:8]([C:6]#[N:7])[CH:9]=2)[CH:33]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 757711-HydroxybenzotriazoleHCID 177498311-([1,1'-Biphenyl]-3-yl)methanamine--hydrogen chloride (1/1)HCID 66960142HCID 66960142, compound

Product 1

HCID 66961268HCID 66961268, compoundYield 20.2%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a DMF (0.2 mL) solution of (E)-3-[3-cyano-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid (15 mg) and 3-phenylbenzylamine monohydrochloride (16 mg), TEA (0.007 mL), HOBT (10 mg) and EDC (14 mg) were added one by one, and the reaction mixture was agitated at room temperature overnight. The reaction mixture was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (Carrier: Chromatorex®NH, elution solvent:hexane-ethyl acetate system), and 5 mg of the title compound was obtained.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (Carrier: Chromatorex®NH, elution solvent:hexane-ethyl acetate system)

Sources & evidence

ORD record
ord-05312c37b85d4fee92df1af2340059d3
Source dataset
uspto-grants-2010_02
Patent number
US07667041B2

Reaction notes

Loading…