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Triphenylphosphine → HCID 178454880, compound

HRID 2250382
Notes
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Reaction equation

HRID 2250382 reaction equation
[Cl:1][CH:2]([C:5]1[NH:13][C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:7]2[N:6]=1)[CH2:3][CH3:4].[C:14]1([P:20]([C:27]2C=C[CH:30]=[CH:29][CH:28]=2)[C:21]2C=C[CH:24]=[CH:23][CH:22]=2)C=C[CH:17]=[CH:16][CH:15]=1>CN(C)C=O.C(#N)C>[Cl-:1].[CH2:27]([P+:20]([CH2:14][CH2:15][CH2:16][CH3:17])([CH2:21][CH2:22][CH2:23][CH3:24])[CH:2]([C:5]1[NH:13][C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:7]2[N:6]=1)[CH2:3][CH3:4])[CH2:28][CH2:29][CH3:30]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 178448403HCID 178448403, compound2×

Product 1

HCID 178454880HCID 178454880, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

8.66 g of 2-(1-chloropropyl)-3H-imidazo[4,5-b]pyridine (compound B3) are suspended in 18 ml of N,N-dimethylformamide and 61 ml of acetonitrile. 6.3 ml of triphenylphosphine are added at 40° C. and the mixture is heated to 90° C. for 16 h. The mixture is concentrated to dryness to give 11.9 g of the title compound as an oil, which is used as obtained. MS: 362.2 (M+). TLC: Rf=0.2640.43 (dichloromethane/methanol 10:1).

Workup

  1. concentrationThe mixture is concentrated to dryness

Sources & evidence

ORD record
ord-f6c1b0d0f1474a22abc2561423ccd1a6
Source dataset
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07317021B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes