Trityl chloride → HCID 90046661, compound

HRID 2206941Notes

Reaction equation

HRID 2206941 reaction equation
[C:1](Cl)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([NH:23][CH2:24][CH2:25][NH2:26])[CH3:22]>CCOC(C)=O.CO>[C:1]([NH:26][CH2:25][CH2:24][NH:23][CH2:21][CH3:22])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 66071N-Ethylethylenediamine

Product 1

HCID 90046661HCID 90046661, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

Trityl chloride (˜3.45 g, ˜12.5 mmol) was slowly added into N-ethylethlenediamine (˜1.1 g, ˜12.5 mmol) DCM (methylene chloride) solution with stirring. After the reaction mixture was stirred at room temperature overnight (˜23 hours), HPLC indicated that the reaction was complete. After Biotage silica gel chromatography was performed (EtOAc/MeOH), Compound 2 was obtained as a white solid (˜3.5 g, ˜85% isolated yield), and the product was confirmed by proton NMR.

Workup

  1. stirringAfter the reaction mixture was stirred at room temperature overnight (˜23 hours), HPLC

Sources & evidence

ORD record
ord-867ec1a3371f46ddbde8303351f24e81
Source dataset
uspto-grants-2016_06
Patent number
US09375486B2

Reaction notes

Loading…