ChemicalBook CAS DataBase List 4-CYANO-7-AZAINDOLE

4-CYANO-7-AZAINDOLE synthesis

5synthesis methods

Product Name:4-CYANO-7-AZAINDOLE
CAS Number:344327-11-3
Molecular formula:C8H5N3
Molecular Weight:143.15

557-21-1 Synthesis

557-21-1
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$12.00/5g

319474-34-5 Synthesis

319474-34-5
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$14.00/250mg

344327-11-3
188 suppliers
$12.00/250mg

Yield: 74%

Reaction Conditions:

tris-(dibenzylideneacetone)dipalladium⁽⁰⁾;1,1'-bis(diphenylphosphino)ferrocene in water;N,N-dimethyl-formamide at 90; for 20 h;

Steps:

13.3
Part 3: [0197] 1H-Pyrrolo[2,3-b]pyridine-4-carbonitrile: To a solution of (4.7 g, 19.3 mmol) of 4-Iodo-1H-pyrrolo[2,3-b]pyridine in degassed DMF (25 mL) was added Pd2(dba)3 (10 mg), dppf (15 mg), degassed H2O (2 mL) and Zn(CN)2 (1.4 g, 11.6 mmol). The mixture was stirred at 90 C. under nitrogen for 20 hr, then cooled to 70 C. and 75 mL of a 4:1:4 mixture of saturated NH4Cl:NH4OH:H2O was added. The mixture was stirred at 5 C. for 20 min. and the resulting precipitate filtered off, washed with 75 mL 4:1:5 mixture of saturated NH4Cl:NH4OH:H2O, 500 mL H2O and 100 mL toluene, then dried in vacuo to give 2.06 g (74%) 1H-Pyrrolo[2,3-b]pyridine-4-carbonitrile. MS (ES+): 143 [MH+]. 1H NMR (DMSO-d6, 400 MHz): δ 6.65 (d, 1H, J=3.2), 7.56 (d, 1H, J=4.8 Hz), 7.84 (d, 1H, J=4.0 Hz), 8.40 (d, 1H, J=4.8 Hz).

References:

Wynne, Graham Michael;Doyle, Kevin;Ahmed, Saleh;Li, An-Hu;Keily, John Fraser;Rasamison, Chrystelle Marie;Pegg, Neil Anthony;Saba, Imaad;Thomas, Claire;Smyth, Don;Sadiq, Shazia;Newton, Gary;Dawson, Graham;Crew, Andrew Phillip;Castelhano, Arlindo Lucas US2004/186124, 2004, A1 Location in patent:Page/Page column 14

557-21-1 Synthesis

557-21-1
88 suppliers
$12.00/5g

55052-28-3 Synthesis