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Diisopropylamine → 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

HRID 130279
Notes
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Reaction equation

HRID 130279 reaction equation
[Cl:1][P:2](Cl)[O:3][CH2:4][CH2:5][C:6]#[N:7].[CH:9]([N:12]([CH:15]([CH3:17])[CH3:16])CC)([CH3:11])[CH3:10].C(NC(C)C)(C)C>ClCCl.CN(C1C=CN=CC=1)C>[CH:9]([N:12]([P:2]([Cl:1])[O:3][CH2:4][CH2:5][C:6]#[N:7])[CH:15]([CH3:17])[CH3:16])([CH3:11])[CH3:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 7912DiisopropylamineHCID 81531DiisopropylethylamineHCID 195897Phosphorodichloridous acid, 2-cyanoethyl ester

Product 1

HCID 27348442-Cyanoethyl N,N-diisopropylchlorophosphoramidite

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalyst
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
HCID 6344
Dichloromethane
Solvent

Procedure

To a solution of 1.9 mL (13.8 mmol) of dichloro(β-cyano)ethoxyphosphine in 40 mL of dichloromethane cooled in an ice-water bath was added 10 mL of diisopropylethylamine, followed by adding 2.3 mL (13.8 mmol) of diisopropylamine under Argon. The reaction b mixture was warmed up to room temperature and stirred for 2 h. After adding 0.1 gm of DMAP into the solution, the reaction mixture is ready for next step reaction.

Workup

  1. customthe reaction mixture is ready for next step reaction

Sources & evidence

ORD record
ord-23f13a94fa92423fbee0dc95d538cfa5
Source dataset
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07381525B1

Reaction notes

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