Triphenylphosphine → HCID 178454880, compound

HRID 2250382Notes

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]

Participants

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

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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