Pyridine → Diisopropylethylamine

HRID 741780Notes

Reaction equation

HRID 741780 reaction equation
[C:1](Cl)(Cl)=O.[CH:5]1[C:10]([N+]([O-])=O)=CC=C([Cl-]C([O-])=O)[CH:6]=1.[N:18]1[CH:23]=[CH:22]C=[CH:20][CH:19]=1>>[CH:5]([N:18]([CH:19]([CH3:20])[CH3:1])[CH2:23][CH3:22])([CH3:10])[CH3:6]

Participants

3

Reactant 2

HCID 1049PyridineHCID 6371Phosgene

Product 1

HCID 81531Diisopropylethylamine

Procedure

In the second preferred activating procedure, the T-CA is treated with a phosgene equivalent (approx. 1.1 equivalent), e.g., 4-nitrophenylchloroformate, and a tertiary amine (approx. 1.1 equivalent), e.g., diisopropylethylamine, in an aprotic solvent, e.g., pyridine, at between 0° and 25° C. for between 10 min and 2 hrs to give the active T-CA linker.

Sources & evidence

ORD record
ord-70537ab6d49c4c789b4dfc709569ec39
Source dataset
uspto-grants-1996_09
Patent number
US05552471

Reaction notes

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