4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine synthesis
- Product Name:4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine
- CAS Number:876343-10-1
- Molecular formula:C6H3ClIN3
- Molecular Weight:279.47
876343-09-8
78 suppliers
$75.00/100mg
876343-10-1
126 suppliers
$21.00/100mg
Yield:876343-10-1 94%
Reaction Conditions:
with methanol;sodium hydroxide in tetrahydrofuran for 1 h;
Steps:
4-Chloro-6-iodo-7H-pyrrolo [2,3-i/] yrimidine (37)
4-Chloro-6-iodo-7H-pyrrolo [2,3-i/] yrimidine (37) Compound 53 (14.4 g, 34.2 mmol) was mixed with THF (300 ml) and a NaOH/MeOH-solution (5M, 49 ml, 244 mmol) and stirred for 1 hour before a saturated aq. NH4C1 solution (300 ml) was added. The mixture was concentrated in vacuo to remove most of the solvent before it was filtered and washed with water (2 x 30 ml). The crude product was precipitated from boiling acetonitrile (9.2 g in 100 ml). This gave 8.99 g (32.2 mmol, 94 %) of 54 as a white solid, mp 220 °C (dec); purity: 98% (HPLC), tR = 17.5 min; 1H NMR (400 MHz, DMSO-dg) δ: 13.14 (s, 1H), 8.53 (s, 1H), 6.89 (d, J= 1.8, 1H); 13C NMR (100 MHz, DMSO-dg) δ: 153.8, 150.3, 148.3, 118.6, 108.2, 84.8; IR (neat, cm"1): 2790, 1549, 1327, 983, 752; HRMS (EI, 70 eV, m/z): 278.9053 (calcd. C6H3N335C1I, 278.9050, [M]+).
References:
NORWEGIAN UNIVERSITY OF SCIENCE AND TECHNOLOGY (NTNU);HOFF, B?rd;KASPERSEN, Svein;BUGGE, Steffen;SUNDBY, Eirik;HAN, Jin WO2015/959, 2015, A1 Location in patent:Page/Page column 63
186519-89-1
57 suppliers
$26.00/1g
876343-10-1
126 suppliers
$21.00/100mg
3680-69-1
827 suppliers
$6.00/1g
876343-10-1
126 suppliers
$21.00/100mg
3680-71-5
405 suppliers
$6.00/1g
876343-10-1
126 suppliers
$21.00/100mg
3680-71-5
405 suppliers
$6.00/1g
876343-10-1
126 suppliers
$21.00/100mg