METHYL 5-CYANO-7H-PYRROLO[2,3-D]PYRIMIDINE-4-CARBOXYLATE synthesis

1synthesis methods

Product Name:METHYL 5-CYANO-7H-PYRROLO[2,3-D]PYRIMIDINE-4-CARBOXYLATE
CAS Number:1095822-75-5
Molecular formula:C9H6N4O2
Molecular Weight:202.17

67-56-1 Synthesis

67-56-1
738 suppliers
$9.00/25ml

201230-82-2 Synthesis

201230-82-2
1 suppliers
inquiry

24391-41-1 Synthesis

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

24391-41-1
94 suppliers
inquiry

METHYL 5-CYANO-7H-PYRROLO[2,3-D]PYRIMIDINE-4-CARBOXYLATE

1095822-75-5
7 suppliers
inquiry

Yield:1095822-75-5 58%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride at 100; under 5171.62 Torr; for 16 h;

Steps:

16

Synthesis of Compound 16.5. A solution of compound 16.4 (600 mg, 3.4 mol), DIPEA (0.8 ml, 4.4 mmol), and Pd(dppf)₂Cl₂(27 mg, 0.04 mmol) in MeOH (12 ml) under CO (100 psi) was heated (100° C.) for 16 hr. The solvent was removed in vacuo, and the residue was triturated (EtOAc) to afford compound 16.5 (400 mg, 58%) as an off-white solid. ¹H-NMR (500 MHz, DMSO-d6) δ 13.64 (bs, 1H), 9.06(s, 1H), 8.80 (s, 1H), 3.98 (s, 3H). MS m/z 203 [M+1]⁺.

References:

US2009/5359,2009,A1 Location in patent:Page/Page column 25